创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-14 14:59:29 UTC
描述
Sphinganine belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Thus, sphinganine is considered to be a sphingoid base lipid molecule. Sphinganine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Sphinganine exists in all living species, ranging from bacteria to humans. Within humans, sphinganine participates in a number of enzymatic reactions. In particular, sphinganine can be converted into 3-dehydrosphinganine through its interaction with the enzyme 3-ketodihydrosphingosine reductase. In addition, sphinganine can be converted into sphinganine 1-phosphate; which is catalyzed by the enzyme sphingosine kinase 2. Outside of the human body, sphinganine has been detected, but not quantified in, several different foods, such as Mexican oregano, jostaberries, winter squash, angelica, and epazotes. This could make sphinganine a potential biomarker for the consumption of these foods. Sphinganine blocks postlysosomal cholesterol transport by inhibiting low-density lipoprotein-induced esterification of cholesterol and causing unesterified cholesterol to accumulate in perinuclear vesicles. It has been suggested that endogenous sphinganine may inhibit cholesterol transport in Niemann-Pick Type C (NPC) disease (PMID: 1817037).
同义词
1:(2S,3R)-2-Amino-1,3-octadecanediol
2:(2S,3R)-2-Aminooctadecane-1,3-diol
3:(R-(R*,s*))-2-aminooctadecane-1,3-diol
4:2-Amino-1,3-dihydroxyoctadecane
5:C18-Dihydrosphingosine
6:C18-Sphinganine
7:D-Erythro-1,3-dihydroxy-2-aminooctadecane
8:D-Erythro-2-amino-1,3-octadecanediol
9:D-Erythro-C18-dihydrosphingosine
10:D18:0
11:Dihydrosphingosine
12:Octadecasphinganine
13:Safingol
14:Erythro-D-sphinganine
15:2-Aminooctadecane-1,3-diol
16:Threo-dihydrosphingosine
17:2-Amino-D-erythro-1,3-octadecanediol
18:C18-Dihydro-sphingosine
19:D-Erythro-sphinganine
20:Dihydro-C18-sphingosine
21:Erythro-sphinganine
22:[R-(R*,s*)]-2-amino-1,3-octadecanediol
23:(2S,3R)-Sphinganine
24:D-Erythro-dihydrosphingosine
25:SP(D18:0)
26:Sphinganine
化学名称
(2S,3R)-2-aminooctadecane-1,3-diol
代谢物结构字符串
CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO
inchi标识符
InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1
印记键
OTKJDMGTUTTYMP-ZWKOTPCHSA-N
分类学
description: belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.
description:1,2-aminoalcohols
kingdom:Organic compounds
super_class:Organic nitrogen compounds
class:Organonitrogen compounds
sub_class:Amines
molecular_framework:Aliphatic acyclic compounds
1:Hydrocarbon derivatives
2:Monoalkylamines
3:Organopnictogen compounds
4:Primary alcohols
5:Secondary alcohols
6:1,2-aminoalcohol
7:Alcohol
8:Aliphatic acyclic compound
9:Hydrocarbon derivative
10:Organic oxygen compound
11:Organooxygen compound
12:Organopnictogen compound
13:Primary alcohol
14:Primary aliphatic amine
15:Primary amine
16:Secondary alcohol
17:2-aminooctadecane-1,3-diol
18:Sphinganines
19:Sphinganines
本体论
term:Physiological effect
definition:The effect on an organism physiology, resulting from its exposure to a chemical.
parent_id:
level:1
type:parent
term:Health effect
definition:A health condition or observation associated with a stimuli or with a biological activity of a chemical.
parent_id:7693
*level:2
type:parent
term:Health condition
definition:A health effect that consists on short or long-term disease, condition, disorder, syndrome or constant abnormality.
parent_id:7694
**level:3
type:parent
term:Pregnancy
definition:
parent_id:7695
***level:4
type:child
synonym:Ambulant pregnancy
term:Disposition
definition:A concept that describes the origin of a chemical, its location within an organism, or its route of exposure.
parent_id:
level:1
type:parent
term:Route of exposure
definition:A mean by which a chemical agent comes in contact with an organism, either under intended or unintended circumstances.
parent_id:7724
*level:2
type:parent
term:Enteral
definition:Chemical exposure via the alimentary canal (mouth to anus).
parent_id:7743
**level:3
type:parent
term:Ingestion
definition:Chemical exposure facilitated by entry through the mouth.
parent_id:7744
***level:4
type:child
synonym:Digestion
term:Source
definition:Natural or synthetic origin of a chemical.
parent_id:7724
*level:2
type:parent
term:Endogenous
definition:
parent_id:7735
**level:3
type:child
term:Food
definition:
parent_id:7735
**level:3
type:child
term:Biological
definition:A living organism (species or a higher taxonomy rank), in which a chemical can be found.
parent_id:7735
**level:3
type:parent
term:Animal
definition:A living organism belonging to the kingdom animalia. it feeds on organic matter, typically having specialized sense organs and nervous system and able to respond rapidly to stimuli.
parent_id:7736
***level:4
type:child
synonym:Fauna
term:Plant
definition:A living organism belonging to the kingdom plantea. typically, it grows in a permanent site, absorbs water and inorganic substances through its roots, and synthesizes nutrients in its leaves by photosynthesis using the green pigment chlorophyll. examples incude trees, shrubs, herbs, grasses, ferns, and mosses.
parent_id:7736
***level:4
type:parent
synonym:Flora
term:Biological location
definition:The physiological origin within an organism, including anatomical compnents, biofluids and excreta.
parent_id:7724
*level:2
type:parent
term:Tissue and substructures
definition:An anatomical organizational level including multiple cells yet not comprising a complete organ .
parent_id:7725
**level:3
type:parent
term:Epidermis
definition:The epithelial portion of the skin (cutis). it consists of the following layers: stratum corneum (horny layer), stratum granulosum (granular layer), stratum spinosum (prickle cell layer), and stratum basale (basal cell layer). (nci).
parent_id:7729
***level:4
type:child
term:Placenta
definition:An organ present in some vertebrates during embryonic gestation that surrounds the fetus and provides it with nutrients and oxygen, facilitates gas and waste exchange between the fetus and mother, and provides parasitic cloaking from the mother's immune system by excretion of neurokinin b. (nci).
parent_id:7729
***level:4
type:child
term:Organ and components
definition:An anatomical organizational level including multiple tissues or substructures, which enables a common biological function.
parent_id:7725
**level:3
type:parent
term:Intestine
definition:The portion of the gastrointestinal tract that includes the small and large intestines.
parent_id:7727
***level:4
type:child
term:Spleen
definition:An abdominal organ that is part of the hematopoietic and immune systems. it is composed of the white pulp and the red pulp and is surrounded by a capsule. (nci).
parent_id:7727
***level:4
type:child
term:Liver
definition:An abdominal organ that has variable lobation which are composed mainly of hepatic lobules. (nci).
parent_id:7727
***level:4
type:child
term:Kidney
definition:The organs of the urinary tract located in the retroperitoneal cavity adjacent to the spine and composed of the renal cortex and the renal medulla. (nci).
parent_id:7727
***level:4
type:child
synonym:Kidneys
term:Endocrine gland
definition:
parent_id:7727
***level:4
type:parent
term:Biofluid and excreta
definition:A liquid, semi-solid or solid material originating in the body.
parent_id:7725
**level:3
type:parent
term:Feces
definition:The material discharged from the bowel during defecation. It consists of undigested food, intestinal mucus, epithelial cells, and bacteria.
parent_id:7731
***level:4
type:child
synonym:Fecal
synonym:Stool
synonym:Faecal
synonym:Faeces
term:Urine
definition:Excretion in liquid state processed by the kidney.
parent_id:7731
***level:4
type:child
term:Blood
definition:A liquid tissue with the primary function of transporting oxygen and carbon dioxide (nci). it supplies the tissues with nutrients, removes waste products, and contains various components of the immune system defending the body against infection.
parent_id:7731
***level:4
type:child
term:Subcellular
definition:An anatomical organizational level including a component within a biological cell .
parent_id:7725
**level:3
type:parent
term:Cytoplasm
definition:The portion of the cell contained within the plasma membrane but excluding the nucleus.
parent_id:7730
***level:4
type:child
synonym:Cytoplasma
term:Membrane
definition:
parent_id:7730
***level:4
type:child
term:Endoplasmic reticulum
definition:A network of tubular membranes within the cytoplasm of the cell, occurring either with a smooth surface (smooth endoplasmic reticulum) or studded with ribosomes (rough endoplasmic reticulum), involved in the transport of materials. (Infoplease Dictionary via NCI)
parent_id:7730
***level:4
type:child
synonym:Er
term:Cell membrane
definition:A cellular compartment that separates a cellВ interiorВ from its exterior.
parent_id:7730
***level:4
type:child
synonym:Cellular membrane
term:Cell and elements
definition:An anatomical organizational level comprising of a single cell (or a fragment in some exceptions). a cell is defined by its type or function. it is the smallest unit of living structure capable of independent existence, composed of a membrane-enclosed mass of protoplasm and containing a nucleus or nucleoid.
parent_id:7725
**level:3
type:parent
term:Extracellular
definition:The space external to the outermost structure of a cell.
parent_id:7732
***level:4
type:child
synonym:Extracellular region
term:Element
definition:
parent_id:7732
***level:4
type:parent
term:Cell
definition:
parent_id:7732
***level:4
type:parent
term:Process
definition:Biological or chemical events, or a series thereof, leading to a known function or end-product.
parent_id:
level:1
type:parent
term:Naturally occurring process
definition:Naturally-occurring molecular events or a series thereof, leading to a known function or end-product.
parent_id:7659
*level:2
type:parent
term:Biological process
definition:Biological or chemical events or a series thereof, leading to a known function or end-product within an organism.
parent_id:7660
**level:3
type:parent
term:Cellular process
definition:A biological process occurring within a cell or its surroundings.
parent_id:7661
***level:4
type:parent
term:Biochemical pathway
definition:A linked series of chemical reactions that occur in a defined order within or between organism cells, and lead to a known function or end product.
parent_id:7661
***level:4
type:parent
term:Role
definition:The purpose or function assumed by a chemical, either naturally or as intended by humans .
parent_id:
level:1
type:parent
term:Industrial application
definition:The assumed function of a chemical utilized by human.
parent_id:7671
*level:2
type:parent
term:Surfactant
definition:A chemical substance that has the ability to lower the surface tension of water or to reduce the interfacial tension between two immiscible substances. in the cspa consumer product ingredients dictionary, surfactants are classified on the basis of their ionic characteristics, as amphoteric, anionic, cationic, or nonionic; and functions, which are subdivided into the following major groups: surfactant - cleaning agent, surfactant - conditioning agent, surfactant - emulsifying agent, surfactant - foam booster , surfactant hydrotrop , surfactant - solubility agent, surfactant - suspending agent.
parent_id:7678
**level:3
type:child
synonym:Surface-active agent
term:Emulsifier
definition:Substances that promote the formation and stability of a suspension of fine particles of a liquid in another liquid.
parent_id:7678
**level:3
type:child
term:Biological role
definition:The biological function of a chemical. the biological role answers the question how a chemical is involved in molecular processes in an organism. this can include biochemical effects of non-endogenous chemicals, which are also assigned an industrial application such as pharmaceuticals. the biological role is limited to cellular levls, and will not include role at system process level, such as a chemical which has a role in a disease.
parent_id:7671
*level:2
type:parent
term:Membrane stabilizer
definition:A chemical substance that supports the formation and maintenance of a structurally-sound and functioning cell or organelle membrane. Phospholipids form a bilayer and maintain the stability of the membrane structure together with proteins, and other lipids (i.e. cholesterol) which further strengthen it and decrease its permeability.
parent_id:7672
**level:3
type:child
synonym:Membrane stability agent
synonym:Membrane integrity agent
term:Energy source
definition:
parent_id:7672
**level:3
type:child
term:Energy storage
definition:A chemical substance which can be utilized for production of energy in the organism.
parent_id:7672
**level:3
type:child
预测性质
1:
kind:logp
value:5.20
source:ALOGPS
2:
kind:logs
value:-4.82
source:ALOGPS
3:
kind:solubility
value:0.0045 g/L
source:ALOGPS
4:
kind:logp
value:4.77
source:ChemAxon
5:
kind:pka_strongest_acidic
value:14.42
source:ChemAxon
6:
kind:pka_strongest_basic
value:9.29
source:ChemAxon
7:
kind:iupac
value:(2S,3R)-2-aminooctadecane-1,3-diol
source:ChemAxon
8:
kind:average_mass
value:301.5078
source:ChemAxon
9:
kind:mono_mass
value:301.298079497
source:ChemAxon
10:
kind:smiles
value:CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO
source:ChemAxon
11:
kind:formula
value:C18H39NO2
source:ChemAxon
12:
kind:inchi
value:InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1
source:ChemAxon
13:
kind:inchikey
value:OTKJDMGTUTTYMP-ZWKOTPCHSA-N
source:ChemAxon
14:
kind:polar_surface_area
value:66.48
source:ChemAxon
15:
kind:refractivity
value:90.93
source:ChemAxon
16:
kind:polarizability
value:40.68
source:ChemAxon
17:
kind:rotatable_bond_count
value:16
source:ChemAxon
18:
kind:acceptor_count
value:3
source:ChemAxon
19:
kind:donor_count
value:3
source:ChemAxon
20:
kind:physiological_charge
value:1
source:ChemAxon
21:
kind:formal_charge
value:0
source:ChemAxon
22:
kind:number_of_rings
value:0
source:ChemAxon
23:
kind:bioavailability
value:Yes
source:ChemAxon
24:
kind:rule_of_five
value:Yes
source:ChemAxon
25:
kind:ghose_filter
value:Yes
source:ChemAxon
26:
kind:veber_rule
value:No
source:ChemAxon
27:
kind:mddr_like_rule
value:No
source:ChemAxon
1:
type:Specdb::NmrTwoD
spectrum_id:1249
2:
type:Specdb::NmrOneD
spectrum_id:1306
3:
type:Specdb::CMs
spectrum_id:1983
4:
type:Specdb::CMs
spectrum_id:1997
5:
type:Specdb::CMs
spectrum_id:3109
6:
type:Specdb::CMs
spectrum_id:31108
7:
type:Specdb::CMs
spectrum_id:31109
8:
type:Specdb::CMs
spectrum_id:37394
9:
type:Specdb::CMs
spectrum_id:167551
10:
type:Specdb::MsMs
spectrum_id:438750
11:
type:Specdb::MsMs
spectrum_id:2227771
12:
type:Specdb::MsMs
spectrum_id:469
13:
type:Specdb::MsMs
spectrum_id:470
14:
type:Specdb::MsMs
spectrum_id:471
15:
type:Specdb::MsMs
spectrum_id:3880
16:
type:Specdb::MsMs
spectrum_id:3881
17:
type:Specdb::MsMs
spectrum_id:3882
18:
type:Specdb::MsMs
spectrum_id:3883
19:
type:Specdb::MsMs
spectrum_id:3884
20:
type:Specdb::MsMs
spectrum_id:374999
21:
type:Specdb::MsMs
spectrum_id:446038
22:
type:Specdb::MsMs
spectrum_id:446039
23:
type:Specdb::MsMs
spectrum_id:446040
24:
type:Specdb::MsMs
spectrum_id:446041
25:
type:Specdb::MsMs
spectrum_id:446042
26:
type:Specdb::MsMs
spectrum_id:451802
27:
type:Specdb::MsMs
spectrum_id:2227043
28:
type:Specdb::MsMs
spectrum_id:2227687
29:
type:Specdb::MsMs
spectrum_id:2229373
30:
type:Specdb::MsMs
spectrum_id:2237802
31:
type:Specdb::MsMs
spectrum_id:2239755
32:
type:Specdb::MsMs
spectrum_id:2243986
33:
type:Specdb::MsMs
spectrum_id:2246089
34:
type:Specdb::MsMs
spectrum_id:2246182
生物学性质
1:
cellular:(1):Cytoplasm
cellular:(2):Endoplasmic reticulum
cellular:(3):Extracellular
cellular:(4):Membrane
2:
biospecimen:(1):Blood
biospecimen:(2):Feces
biospecimen:(3):Urine
3:
tissue:(1):Epidermis
tissue:(2):Fibroblasts
tissue:(3):Intestine
tissue:(4):Kidney
tissue:(5):Liver
tissue:(6):Placenta
tissue:(7):Platelet
tissue:(8):Spleen
tissue:(9):Thyroid Gland
4:
[1]:
name:Fabry disease
smpdb_id:SMP00525
kegg_map_id:
[2]:
name:Gaucher Disease
smpdb_id:SMP00349
kegg_map_id:
[3]:
name:Globoid Cell Leukodystrophy
smpdb_id:SMP00348
kegg_map_id:
[4]:
name:Krabbe disease
smpdb_id:SMP00526
kegg_map_id:
[5]:
name:Metachromatic Leukodystrophy (MLD)
smpdb_id:SMP00347
kegg_map_id:
[6]:
name:Starch and sucrose metabolism
smpdb_id:
kegg_map_id:map00500
正常浓度
1:
biospecimen:Blood
concentration_value:0.011 +/- 0.00033
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
2:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
3:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
4:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
5:
biospecimen:Urine
concentration_value:0.00023 +/- 0.00020
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
6:
biospecimen:Urine
concentration_value:0.000013 +/- 0.0000059
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Female
subject_condition:Normal
异常浓度
1:
biospecimen:Blood
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal cancer
2:
biospecimen:Feces
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal cancer
3:
biospecimen:Feces
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal Cancer
4:
biospecimen:Feces
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal cancer
5:
biospecimen:Urine
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal cancer
6:
biospecimen:Urine
concentration_value:0.00011 +/- 0.00015
concentration_units:umol/mmol creatinine
patient_age:Adult (>18 years old)
patient_sex:Female
patient_information:Pregnancy
疾病参考
1:
name:Colorectal cancer
omim_id:114500
[1]:
reference_text:Ishiwata S, Itoh K, Yamaguchi T, Ishida N, Mizugaki M: Comparison of serum and urinary levels of modified nucleoside, 1-methyladenosine, in cancer patients using a monoclonal antibody-based inhibition ELISA. Tohoku J Exp Med. 1995 May;176(1):61-8.
pubmed_id:7482520
[2]:
reference_text:Monleon D, Morales JM, Barrasa A, Lopez JA, Vazquez C, Celda B: Metabolite profiling of fecal water extracts from human colorectal cancer. NMR Biomed. 2009 Apr;22(3):342-8. doi: 10.1002/nbm.1345.
pubmed_id:19006102
[3]:
reference_text:Weir TL, Manter DK, Sheflin AM, Barnett BA, Heuberger AL, Ryan EP: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One. 2013 Aug 6;8(8):e70803. doi: 10.1371/journal.pone.0070803. Print 2013.
pubmed_id:23940645
[4]:
reference_text:Phua LC, Chue XP, Koh PK, Cheah PY, Ho HK, Chan EC: Non-invasive fecal metabonomic detection of colorectal cancer. Cancer Biol Ther. 2014 Apr;15(4):389-97. doi: 10.4161/cbt.27625. Epub 2014 Jan 14.
pubmed_id:24424155
[5]:
reference_text:Ritchie SA, Ahiahonu PW, Jayasinghe D, Heath D, Liu J, Lu Y, Jin W, Kavianpour A, Yamazaki Y, Khan AM, Hossain M, Su-Myat KK, Wood PL, Krenitsky K, Takemasa I, Miyake M, Sekimoto M, Monden M, Matsubara H, Nomura F, Goodenowe DB: Reduced levels of hydroxylated, polyunsaturated ultra long-chain fatty acids in the serum of colorectal cancer patients: implications for early screening and detection. BMC Med. 2010 Feb 15;8:13. doi: 10.1186/1741-7015-8-13.
pubmed_id:20156336
[6]:
reference_text:Qiu Y, Cai G, Su M, Chen T, Zheng X, Xu Y, Ni Y, Zhao A, Xu LX, Cai S, Jia W: Serum metabolite profiling of human colorectal cancer using GC-TOFMS and UPLC-QTOFMS. J Proteome Res. 2009 Oct;8(10):4844-50. doi: 10.1021/pr9004162.
pubmed_id:19678709
[7]:
reference_text:Cheng Y, Xie G, Chen T, Qiu Y, Zou X, Zheng M, Tan B, Feng B, Dong T, He P, Zhao L, Zhao A, Xu LX, Zhang Y, Jia W: Distinct urinary metabolic profile of human colorectal cancer. J Proteome Res. 2012 Feb 3;11(2):1354-63. doi: 10.1021/pr201001a. Epub 2011 Dec 28.
pubmed_id:22148915
[8]:
reference_text:Ni Y, Xie G, Jia W: Metabonomics of human colorectal cancer: new approaches for early diagnosis and biomarker discovery. J Proteome Res. 2014 Sep 5;13(9):3857-70. doi: 10.1021/pr500443c. Epub 2014 Aug 14.
pubmed_id:25105552
[9]:
reference_text:Ikeda A, Nishiumi S, Shinohara M, Yoshie T, Hatano N, Okuno T, Bamba T, Fukusaki E, Takenawa T, Azuma T, Yoshida M: Serum metabolomics as a novel diagnostic approach for gastrointestinal cancer. Biomed Chromatogr. 2012 May;26(5):548-58. doi: 10.1002/bmc.1671. Epub 2011 Jul 20.
pubmed_id:21773981
[10]:
reference_text:Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18.
pubmed_id:25037050
[11]:
reference_text:Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016.
pubmed_id:27015276
[12]:
reference_text:Lin Y, Ma C, Liu C, Wang Z, Yang J, Liu X, Shen Z, Wu R: NMR-based fecal metabolomics fingerprinting as predictors of earlier diagnosis in patients with colorectal cancer. Oncotarget. 2016 May 17;7(20):29454-64. doi: 10.18632/oncotarget.8762.
pubmed_id:27107423
[13]:
reference_text:Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016.
pubmed_id:27275383
[14]:
reference_text:Wang X, Wang J, Rao B, Deng L: Gut flora profiling and fecal metabolite composition of colorectal cancer patients and healthy individuals. Exp Ther Med. 2017 Jun;13(6):2848-2854. doi: 10.3892/etm.2017.4367. Epub 2017 Apr 20.
pubmed_id:28587349
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reference_text:Silke Matysik, Caroline Ivanne Le Roy, Gerhard Liebisch, Sandrine Paule Claus. Metabolomics of fecal samples: A practical consideration. Trends in Food Science & Technology. Vol. 57, Part B, Nov. 2016, p.244-255: http://www.sciencedirect.com/science/article/pii/S0924224416301984
2:
name:Pregnancy
omim_id:
[1]:
reference_text:Yang XL, Wu XR: The dynamic changes of several reproductive hormones during termination of early pregnancy by RU486 in combination with PG-05 in Chinese women. Adv Contracept. 1988 Dec;4(4):319-26.
pubmed_id:3252730
[2]:
reference_text:Ball P, Emons G, Haupt O, Hoppen HO, Knuppen R: Radioimmunoassay of 2-hydroxyestrone. Steroids. 1978 Feb;31(2):249-58.
pubmed_id:663967
[3]:
reference_text:Yang YJ, Lee J, Choi MH, Chung BC: Direct determination of estriol 3- and 16-glucuronides in pregnancy urine by column-switching liquid chromatography with electrospray tandem mass spectrometry. Biomed Chromatogr. 2003 Jun;17(4):219-25.
pubmed_id:12833386
[4]:
reference_text:Andreolini F, Borra C, Caccamo F, Di Corcia A, Nicoletti I, Samperi R, Improta F: Estriol and its conjugates in late pregnancy determined by extraction with Carbopack B and liquid chromatography with fluorometric detection. Clin Chem. 1985 Oct;31(10):1698-702.
pubmed_id:2994907
[5]:
reference_text:Huang PC, Kuo PL, Guo YL, Liao PC, Lee CC: Associations between urinary phthalate monoesters and thyroid hormones in pregnant women. Hum Reprod. 2007 Oct;22(10):2715-22. Epub 2007 Aug 17.
pubmed_id:17704099
[6]:
reference_text:Ribar S, Mesaric M, Sedic M: Sphingoid bases as possible diagnostic parameters. Croat Med J. 2003 Apr;44(2):165-70.
pubmed_id:12698507
[7]:
reference_text:Khan HA, Sobki SH, Alhomida AS: Fluctuations in fasting blood glucose and serum fructosamine in pregnant women monitored on successive antenatal visits. Clin Exp Med. 2006 Oct;6(3):134-7.
pubmed_id:17061063
[8]:
reference_text:Mikkelsen TB, Osler M, Olsen SF: Validity of protein, retinol, folic acid and n-3 fatty acid intakes estimated from the food-frequency questionnaire used in the Danish National Birth Cohort. Public Health Nutr. 2006 Sep;9(6):771-8.
pubmed_id:16925883
[9]:
reference_text:Shiraishi M, Haruna M, Matsuzaki M, Murayama R, Sasaki S, Murashima S: Validity and reproducibility of folate and vitamin B(12) intakes estimated from a self-administered diet history questionnaire in Japanese pregnant women. Nutr J. 2012 Mar 15;11:15. doi: 10.1186/1475-2891-11-15.
pubmed_id:22420377
[10]:
reference_text:Brantsaeter AL, Haugen M, Julshamn K, Alexander J, Meltzer HM: Evaluation of urinary iodine excretion as a biomarker for intake of milk and dairy products in pregnant women in the Norwegian Mother and Child Cohort Study (MoBa). Eur J Clin Nutr. 2009 Mar;63(3):347-54. Epub 2007 Dec 5.
pubmed_id:18059417
[11]:
reference_text:Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomics and first-trimester prediction of early-onset preeclampsia. J Matern Fetal Neonatal Med. 2012 Oct;25(10):1840-7. doi: 10.3109/14767058.2012.680254. Epub 2012 Apr 28.
pubmed_id:22494326
[12]:
reference_text:Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: First-trimester metabolomic detection of late-onset preeclampsia. Am J Obstet Gynecol. 2013 Jan;208(1):58.e1-7. doi: 10.1016/j.ajog.2012.11.003. Epub 2012 Nov 13.
pubmed_id:23159745
[13]:
reference_text:Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomic analysis for first-trimester Down syndrome prediction. Am J Obstet Gynecol. 2013 May;208(5):371.e1-8. doi: 10.1016/j.ajog.2012.12.035. Epub 2013 Jan 8.
pubmed_id:23313728
[14]:
reference_text:Bahado-Singh RO, Akolekar R, Chelliah A, Mandal R, Dong E, Kruger M, Wishart DS, Nicolaides K: Metabolomic analysis for first-trimester trisomy 18 detection. Am J Obstet Gynecol. 2013 Jul;209(1):65.e1-9. doi: 10.1016/j.ajog.2013.03.028. Epub 2013 Mar 25.
pubmed_id:23535240
[15]:
reference_text:Bahado-Singh RO, Ertl R, Mandal R, Bjorndahl TC, Syngelaki A, Han B, Dong E, Liu PB, Alpay-Savasan Z, Wishart DS, Nicolaides KH: Metabolomic prediction of fetal congenital heart defect in the first trimester. Am J Obstet Gynecol. 2014 Sep;211(3):240.e1-240.e14. doi: 10.1016/j.ajog.2014.03.056. Epub 2014 Apr 1.
pubmed_id:24704061
[16]:
reference_text:The Merck Manual, 17th ed. Mark H. Beers, MD, Robert Berkow, MD, eds. Whitehouse Station, NJ: Merck Research Labs, 1999.
pubmed_id:
综合参考
Roush, William R.; Adam, Michael A. Directed openings of 2,3-epoxy alcohols via reactions with isocyanates: synthesis of (+)-erythro-dihydrosphingosine. Journal of Organic Chemistry (1985), 50(20), 3752-7.
一般参考
1:
protein_accession:HMDBP00231
name:Lipid phosphate phosphohydrolase 2
uniprot_id:O43688
gene_name:PPAP2C
protein_type:Unknown
2:
protein_accession:HMDBP00237
name:Lipid phosphate phosphohydrolase 1
uniprot_id:O14494
gene_name:PPAP2A
protein_type:Unknown
3:
protein_accession:HMDBP00242
name:Lipid phosphate phosphohydrolase 3
uniprot_id:O14495
gene_name:PPAP2B
protein_type:Unknown
4:
protein_accession:HMDBP00434
name:Globoside alpha-1,3-N-acetylgalactosaminyltransferase 1
uniprot_id:Q8N5D6
gene_name:GBGT1
protein_type:Unknown
5:
protein_accession:HMDBP00557
name:N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase
uniprot_id:Q9Y2B2
gene_name:PIGL
protein_type:Enzyme
6:
protein_accession:HMDBP00940
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q
uniprot_id:Q9BRB3
gene_name:PIGQ
protein_type:Enzyme
7:
protein_accession:HMDBP00941
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit A
uniprot_id:P37287
gene_name:PIGA
protein_type:Enzyme
8:
protein_accession:HMDBP00942
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit H
uniprot_id:Q14442
gene_name:PIGH
protein_type:Enzyme
9:
protein_accession:HMDBP00943
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit P
uniprot_id:P57054
gene_name:PIGP
protein_type:Enzyme
10:
protein_accession:HMDBP00944
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit C
uniprot_id:Q92535
gene_name:PIGC
protein_type:Enzyme
11:
protein_accession:HMDBP01082
name:Sphingosine kinase 1
uniprot_id:Q9NYA1
gene_name:SPHK1
protein_type:Unknown
12:
protein_accession:HMDBP01083
name:Sphingosine kinase 2
uniprot_id:Q9NRA0
gene_name:SPHK2
protein_type:Unknown
13:
protein_accession:HMDBP01084
name:Acid ceramidase
uniprot_id:Q13510
gene_name:ASAH1
protein_type:Enzyme
14:
protein_accession:HMDBP01719
name:Ganglioside GM2 activator
uniprot_id:P17900
gene_name:GM2A
protein_type:Enzyme
15:
protein_accession:HMDBP02412
name:T-cell surface glycoprotein CD1e, membrane-associated
uniprot_id:P15812
gene_name:CD1E
protein_type:Enzyme
16:
protein_accession:HMDBP02675
name:Epididymal secretory protein E1
uniprot_id:P61916
gene_name:NPC2
protein_type:Enzyme
17:
protein_accession:HMDBP02779
name:Ceramide synthase 1
uniprot_id:P27544
gene_name:CERS1
protein_type:Enzyme
18:
protein_accession:HMDBP02783
name:Antigen-presenting glycoprotein CD1d
uniprot_id:P15813
gene_name:CD1D
protein_type:Enzyme
19:
protein_accession:HMDBP02955
name:GPI mannosyltransferase 1
uniprot_id:Q9H3S5
gene_name:PIGM
protein_type:Enzyme
20:
protein_accession:HMDBP02977
name:Phosphatidylinositol-glycan biosynthesis class W protein
uniprot_id:Q7Z7B1
gene_name:PIGW
protein_type:Enzyme
21:
protein_accession:HMDBP03056
name:3-ketodihydrosphingosine reductase
uniprot_id:Q06136
gene_name:KDSR
protein_type:Enzyme
22:
protein_accession:HMDBP03084
name:Phosphatidylinositol-glycan biosynthesis class X protein
uniprot_id:Q8TBF5
gene_name:PIGX
protein_type:Enzyme
23:
protein_accession:HMDBP03088
name:GPI mannosyltransferase 4
uniprot_id:Q86VD9
gene_name:PIGZ
protein_type:Enzyme
24:
protein_accession:HMDBP06380
name:Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase
uniprot_id:Q9BYG0
gene_name:B3GNT5
protein_type:Enzyme
25:
protein_accession:HMDBP06939
name:Beta-1,3-galactosyltransferase 5
uniprot_id:Q9Y2C3
gene_name:B3GALT5
protein_type:Enzyme
26:
protein_accession:HMDBP07325
name:GPI mannosyltransferase 3
uniprot_id:Q92521
gene_name:PIGB
protein_type:Enzyme
27:
protein_accession:HMDBP07326
name:Phosphatidylinositol-glycan biosynthesis class F protein
uniprot_id:Q07326
gene_name:PIGF
protein_type:Enzyme
28:
protein_accession:HMDBP07327
name:GPI ethanolamine phosphate transferase 2
uniprot_id:Q5H8A4
gene_name:PIGG
protein_type:Enzyme
29:
protein_accession:HMDBP07328
name:GPI ethanolamine phosphate transferase 1
uniprot_id:O95427
gene_name:PIGN
protein_type:Enzyme
30:
protein_accession:HMDBP07329
name:GPI ethanolamine phosphate transferase 3
uniprot_id:Q8TEQ8
gene_name:PIGO
protein_type:Enzyme
31:
protein_accession:HMDBP07330
name:GPI transamidase component PIG-S
uniprot_id:Q96S52
gene_name:PIGS
protein_type:Enzyme
32:
protein_accession:HMDBP07331
name:GPI transamidase component PIG-T
uniprot_id:Q969N2
gene_name:PIGT
protein_type:Enzyme
33:
protein_accession:HMDBP07332
name:Phosphatidylinositol glycan anchor biosynthesis class U protein
uniprot_id:Q9H490
gene_name:PIGU
protein_type:Enzyme
34:
protein_accession:HMDBP07333
name:GPI mannosyltransferase 2
uniprot_id:Q9NUD9
gene_name:PIGV
protein_type:Enzyme
35:
protein_accession:HMDBP07334
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y
uniprot_id:Q3MUY2
gene_name:PIGY
protein_type:Enzyme
36:
protein_accession:HMDBP07339
name:Pleckstrin homology domain-containing family A member 8
uniprot_id:Q96JA3
gene_name:PLEKHA8
protein_type:Unknown
37:
protein_accession:HMDBP07413
name:Alkaline ceramidase 3
uniprot_id:Q9NUN7
gene_name:ACER3
protein_type:Enzyme
38:
protein_accession:HMDBP09163
name:Alkaline ceramidase 2
uniprot_id:Q5QJU3
gene_name:ACER2
protein_type:Enzyme
39:
protein_accession:HMDBP09169
name:Non-lysosomal glucosylceramidase
uniprot_id:Q9HCG7
gene_name:GBA2
protein_type:Enzyme
40:
protein_accession:HMDBP09386
name:Sphingosine kinase 1
uniprot_id:Q96GK1
gene_name:SPHK1
protein_type:Enzyme
41:
protein_accession:HMDBP10638
name:Alkaline ceramidase 1
uniprot_id:Q8TDN7
gene_name:ACER1
protein_type:Enzyme
42:
protein_accession:HMDBP10978
name:Ceramide synthase 5
uniprot_id:Q8N5B7
gene_name:CERS5
protein_type:Unknown
43:
protein_accession:HMDBP11012
name:GPI-anchor transamidase
uniprot_id:Q92643
gene_name:PIGK
protein_type:Enzyme
44:
protein_accession:HMDBP11439
name:Glycosylphosphatidylinositol anchor attachment 1 protein
uniprot_id:O43292
gene_name:GPAA1
protein_type:Unknown
45:
protein_accession:HMDBP11440
name:Protein PLEKHA9
uniprot_id:O95397
gene_name:PLEKHA9
protein_type:Unknown
46:
protein_accession:HMDBP11441
name:Glycolipid transfer protein domain-containing protein 2
uniprot_id:A6NH11
gene_name:GLTPD2
protein_type:Unknown
47:
protein_accession:HMDBP11442
name:Putative uncharacterized protein PLEKHA8
uniprot_id:B5MDU3
gene_name:PLEKHA8
protein_type:Unknown
48:
protein_accession:HMDBP11443
name:T-cell surface glycoprotein CD1a
uniprot_id:P06126
gene_name:CD1A
protein_type:Unknown
49:
protein_accession:HMDBP11444
name:Glycolipid transfer protein domain-containing protein 1
uniprot_id:Q5TA50
gene_name:GLTPD1
protein_type:Unknown
50:
protein_accession:HMDBP11445
name:T-cell surface glycoprotein CD1c
uniprot_id:P29017
gene_name:CD1C
protein_type:Unknown
51:
protein_accession:HMDBP11446
name:Lipopolysaccharide-binding protein
uniprot_id:P18428
gene_name:LBP
protein_type:Unknown
52:
protein_accession:HMDBP11447
name:Putative uncharacterized protein DKFZp434L0435
uniprot_id:Q9UFH6
gene_name:DKFZp434L0435
protein_type:Unknown
53:
protein_accession:HMDBP11448
name:T-cell surface glycoprotein CD1b
uniprot_id:P29016
gene_name:CD1B
protein_type:Unknown
54:
protein_accession:HMDBP11449
name:Glycolipid transfer protein
uniprot_id:Q9NZD2
gene_name:GLTP
protein_type:Unknown
55:
protein_accession:HMDBP11558
name:Sphingosine-1-phosphate phosphatase 2
uniprot_id:Q8IWX5
gene_name:SGPP2
protein_type:Enzyme
56:
protein_accession:HMDBP11630
name:Ceramide synthase 2
uniprot_id:Q96G23
gene_name:CERS2
protein_type:Unknown
57:
protein_accession:HMDBP11631
name:Ceramide synthase 3
uniprot_id:Q8IU89
gene_name:CERS3
protein_type:Unknown
58:
protein_accession:HMDBP11632
name:Ceramide synthase 4
uniprot_id:Q9HA82
gene_name:CERS4
protein_type:Unknown
59:
protein_accession:HMDBP11633
name:Ceramide synthase 6
uniprot_id:Q6ZMG9
gene_name:CERS6
protein_type:Unknown
60:
protein_accession:HMDBP11951
name:Sphingosine-1-phosphate phosphatase 1
uniprot_id:Q9BX95
gene_name:SGPP1
protein_type:Unknown
蛋白质结合
1:
reference_text:Ribar S, Mesaric M, Bauman M: High-performance liquid chromatographic determination of sphinganine and sphingosine in serum and urine of subjects from an endemic nephropathy area in Croatia. J Chromatogr B Biomed Sci Appl. 2001 Apr 25;754(2):511-9.
pubmed_id:11339295
2:
reference_text:van der Westhuizen L, Shephard GS, van Schalkwyk DJ: The effect of repeated gavage doses of fumonisin B1 on the sphinganine and sphingosine levels in vervet monkeys. Toxicon. 2001 Jul;39(7):969-72.
pubmed_id:11223085
3:
reference_text:van der Westhuizen L, Brown NL, Marasas WF, Swanevelder S, Shephard GS: Sphinganine/sphingosine ratio in plasma and urine as a possible biomarker for fumonisin exposure in humans in rural areas of Africa. Food Chem Toxicol. 1999 Dec;37(12):1153-8.
pubmed_id:10654591
4:
reference_text:Deguchi H, Yegneswaran S, Griffin JH: Sphingolipids as bioactive regulators of thrombin generation. J Biol Chem. 2004 Mar 26;279(13):12036-42. Epub 2004 Jan 13.
pubmed_id:14722105
5:
reference_text:Flamand N, Justine P, Bernaud F, Rougier A, Gaetani Q: In vivo distribution of free long-chain sphingoid bases in the human stratum corneum by high-performance liquid chromatographic analysis of strippings. J Chromatogr B Biomed Appl. 1994 Jun 3;656(1):65-71.
pubmed_id:7952048
6:
reference_text:Martinez G, Jimenez-Sanchez G, Divry P, Vianey-Saban C, Riudor E, Rodes M, Briones P, Ribes A: Plasma free fatty acids in mitochondrial fatty acid oxidation defects. Clin Chim Acta. 1997 Nov 28;267(2):143-54.
pubmed_id:9469249
7:
reference_text:Berg C, Trofast C, Bengtsson T: Platelets induce reactive oxygen species-dependent growth of human skin fibroblasts. Eur J Cell Biol. 2003 Nov;82(11):565-71.
pubmed_id:14703013
8:
reference_text:Voss KA, Plattner RD, Riley RT, Meredith FI, Norred WP: In vivo effects of fumonisin B1-producing and fumonisin B1-nonproducing Fusarium moniliforme isolates are similar: fumonisins B2 and B3 cause hepato- and nephrotoxicity in rats. Mycopathologia. 1998;141(1):45-58.
pubmed_id:9725030
9:
reference_text:Bouchon B, Portoukalian J, Orgiazzi J, Bornet H: Selective enrichment of phytosphingosine in glycosphingolipids of isolated human thyrocytes as compared to the whole thyroid. Biochem Biophys Res Commun. 1987 Mar 30;143(3):827-31.
pubmed_id:3566758
10:
reference_text:Dragusin M, Gurgui C, Schwarzmann G, Hoernschemeyer J, van Echten-Deckert G: Metabolism of the unnatural anticancer lipid safingol, L-threo-dihydrosphingosine, in cultured cells. J Lipid Res. 2003 Sep;44(9):1772-9. Epub 2003 Jun 1.
pubmed_id:12777464
11:
reference_text:Sharma N, He Q, Sharma RP: Sphingosine kinase activity confers resistance to apoptosis by fumonisin B1 in human embryonic kidney (HEK-293) cells. Chem Biol Interact. 2004 Dec 30;151(1):33-42.
pubmed_id:15607760
12:
reference_text:Bibel DJ, Aly R, Shinefield HR: Topical sphingolipids in antisepsis and antifungal therapy. Clin Exp Dermatol. 1995 Sep;20(5):395-400.
pubmed_id:8593716
13:
reference_text:Dyatlovitskaya EV, Kandyba AG, Kozlov AM, Somova OG: Sphinganine in sphingomyelins of tumors and mouse regenerating liver. Biochemistry (Mosc). 2001 May;66(5):502-4.
pubmed_id:11405884
14:
reference_text:Zimber A, Chedeville A, Gespach C, Abita JP: Inhibition of proliferation and induction of monocytic differentiation on HL60 human promyelocytic leukemia cells treated with bile acids in vitro. Int J Cancer. 1994 Oct 1;59(1):71-7.
pubmed_id:7927907
15:
reference_text:Rodriguez-Lafrasse C, Rousson R, Pentchev PG, Louisot P, Vanier MT: Free sphingoid bases in tissues from patients with type C Niemann-Pick disease and other lysosomal storage disorders. Biochim Biophys Acta. 1994 May 25;1226(2):138-44.
pubmed_id:8204660
16:
reference_text:Roff CF, Goldin E, Comly ME, Cooney A, Brown A, Vanier MT, Miller SP, Brady RO, Pentchev PG: Type C Niemann-Pick disease: use of hydrophobic amines to study defective cholesterol transport. Dev Neurosci. 1991;13(4-5):315-9.
pubmed_id:1817037
17:
reference_text:Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043.
pubmed_id:32033212