版本
5.0
创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-07 19:37:13 UTC
登录号
HMDB0000076
地位
quantified
二级访问
HMDB00076

名称
Dihydrouracil
描述
Dihydrouracil belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Dihydrouracil is an intermediate breakdown product of uracil. Dihydrouracil exists in all living organisms, ranging from bacteria to plants to humans. Within humans, dihydrouracil participates in a number of enzymatic reactions. In particular, dihydrouracil can be biosynthesized from uracil; which is mediated by the enzyme dihydropyrimidine dehydrogenase [NADP(+)]. The breakdown of uracil is a multistep reaction that leads to the production of beta-alanine. The reaction process begins with the enzyme known as dihydropyrimidine dehydrogenase (DHP), which catalyzes the reduction of uracil into dihydrouracil. Then the enzyme known as dihydropyrimidinase hydrolyzes dihydrouracil into N-carbamyl-beta-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-beta-alanine into beta-alanine. There is at least one metabolic disorder that is associated with altered levels of dihydrouracil. In particular, dihydropyrimidinase deficiency is an inborn metabolic disorder that leads to highly increased concentrations of dihydrouracil and 5,6-dihydrothymine, and moderately increased concentrations of uracil and thymine in urine. Dihydropyrimidinase deficiency can cause neurological and gastrointestinal problems in some affected individuals (OMIM: 222748). In particular, patients with dihydropyrimidinase deficiency exhibit a number of neurological abnormalities including intellectual disability, seizures, weak muscle tone (hypotonia), an abnormally small head size (microcephaly), and autistic behaviours that affect communication and social interaction. Gastrointestinal problems that occur in dihydropyrimidinase deficiency include backflow of acidic stomach contents into the esophagus (gastroesophageal reflux) and recurrent episodes of vomiting.
同义词
1:2,4-Dioxotetrahydropyrimidine

2:5,6-Dihydro-2,4-dihydroxypyrimidine

3:Dihydro-2,4(1H,3H)-pyrimidinedione

4:DIHYDROPYRIMIDINE-2,4(1H,3H)-dione

5:Dihydrouracile

6:Hydrouracil

7:5,6-Dihydro-2,4(1H,3H)-pyrimidinedione

8:5,6-Dihydrouracil

9:Dihydro-pyrimidine-2,4-dione

化学式
C4H6N2O2
平均分子量
114.1026
等位分子量
114.042927446
化学名称
1,3-diazinane-2,4-dione
传统名称
dihydrouracil
CAS 登记号
504-07-4
代谢物结构字符串
O=C1CCNC(=O)N1
inchi标识符
InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)
印记键
OIVLITBTBDPEFK-UHFFFAOYSA-N
分类学
description: belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

description:Pyrimidones

kingdom:Organic compounds

super_class:Organoheterocyclic compounds

class:Diazines

sub_class:Pyrimidines and pyrimidine derivatives

molecular_framework:Aliphatic heteromonocyclic compounds

1:Azacyclic compounds

2:Carbonyl compounds

3:Diazinanes

4:Dicarboximides

5:Hydrocarbon derivatives

6:N-acyl ureas

7:Organic oxides

8:Organonitrogen compounds

9:Organopnictogen compounds

10:1,3-diazinane

11:Aliphatic heteromonocyclic compound

12:Azacycle

13:Carbonic acid derivative

14:Carbonyl group

15:Carboxylic acid derivative

16:Dicarboximide

17:Hydrocarbon derivative

18:N-acyl urea

19:Organic nitrogen compound

20:Organic oxide

21:Organic oxygen compound

22:Organonitrogen compound

23:Organooxygen compound

24:Organopnictogen compound

25:Pyrimidone

26:Urea

27:Ureide

28:a base derivative

29:a pyrimidine-related compound

30:pyrimidone

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:Vascular disorders

definition:Any disorder that affects the blood vessels.

parent_id:7695

***level:4

type:parent

term:Metabolism and nutrition disorders

definition:A group of disorders, inherited or not, that result in a metabolic malfunction.

parent_id:7695

***level:4

type:parent

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: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:Prostate

definition:The male reproductive accessory gland that produces prostatic fluid and is located adjacent to or around the urethra distal to the urinary bladder in mammals. (nci).

parent_id:7727

***level:4

type:child

synonym:Prostate gland

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: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:Cell

definition:

parent_id:7732

***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:Saliva

definition:The watery fluid in the mouth made by the salivary glands. saliva moistens food to help digestion and it helps protect the mouth against infections. (nci).

parent_id:7731

***level:4

type:child

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:Cerebrospinal fluid

definition:The fluid that is contained within the brain ventricles, the subarachnoid space and the central canal of the spinal cord. (nci).

parent_id:7731

***level:4

type:child

synonym:Csf

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:Nucleus

definition:A body within the cell, surrounded by a membrane, within which lie the chromosomes, one or more nucleoli, combined with proteins, and exhibits mitosis. (NCI)

parent_id:7730

***level:4

type:child

synonym:Cell nucleus

synonym:Nucleic

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: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: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:Metabolite

definition:A chemical substance produced during metabolism process, as an intermediate or end-product.

parent_id:7672

**level:3

type:child

term:Industrial application

definition:The assumed function of a chemical utilized by human.

parent_id:7671

*level:2

type:parent

term:Pharmaceutical industry

definition:A pharmacologic activity for which a chemical substance is utilized owing to its biological role.

parent_id:7678

**level:3

type:parent

term:Pharmaceutical

definition:

parent_id:7679

***level:4

type:child

状态
Solid
实验性质
1:

kind:melting_point

value:279 - 281 °C

source:

预测性质
1:

kind:logp

value:-1.28

source:ALOGPS

2:

kind:logs

value:-0.64

source:ALOGPS

3:

kind:solubility

value:25.9 g/L

source:ALOGPS

4:

kind:logp

value:-1.2

source:ChemAxon

5:

kind:pka_strongest_acidic

value:11.73

source:ChemAxon

6:

kind:pka_strongest_basic

value:-7.6

source:ChemAxon

7:

kind:iupac

value:1,3-diazinane-2,4-dione

source:ChemAxon

8:

kind:average_mass

value:114.1026

source:ChemAxon

9:

kind:mono_mass

value:114.042927446

source:ChemAxon

10:

kind:smiles

value:O=C1CCNC(=O)N1

source:ChemAxon

11:

kind:formula

value:C4H6N2O2

source:ChemAxon

12:

kind:inchi

value:InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)

source:ChemAxon

13:

kind:inchikey

value:OIVLITBTBDPEFK-UHFFFAOYSA-N

source:ChemAxon

14:

kind:polar_surface_area

value:58.2

source:ChemAxon

15:

kind:refractivity

value:25.75

source:ChemAxon

16:

kind:polarizability

value:10.13

source:ChemAxon

17:

kind:rotatable_bond_count

value:0

source:ChemAxon

18:

kind:acceptor_count

value:2

source:ChemAxon

19:

kind:donor_count

value:2

source:ChemAxon

20:

kind:physiological_charge

value:0

source:ChemAxon

21:

kind:formal_charge

value:0

source:ChemAxon

22:

kind:number_of_rings

value:1

source:ChemAxon

23:

kind:bioavailability

value:Yes

source:ChemAxon

24:

kind:rule_of_five

value:Yes

source:ChemAxon

25:

kind:ghose_filter

value:No

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:1129

2:

type:Specdb::EiMs

spectrum_id:929

3:

type:Specdb::CMs

spectrum_id:315

4:

type:Specdb::CMs

spectrum_id:1151

5:

type:Specdb::CMs

spectrum_id:1251

6:

type:Specdb::CMs

spectrum_id:25806

7:

type:Specdb::CMs

spectrum_id:30862

8:

type:Specdb::CMs

spectrum_id:30984

9:

type:Specdb::CMs

spectrum_id:30985

10:

type:Specdb::CMs

spectrum_id:31803

11:

type:Specdb::CMs

spectrum_id:31805

12:

type:Specdb::CMs

spectrum_id:173971

13:

type:Specdb::MsMs

spectrum_id:123

14:

type:Specdb::MsMs

spectrum_id:124

15:

type:Specdb::MsMs

spectrum_id:125

16:

type:Specdb::MsMs

spectrum_id:2794

17:

type:Specdb::MsMs

spectrum_id:21041

18:

type:Specdb::MsMs

spectrum_id:21042

19:

type:Specdb::MsMs

spectrum_id:21043

20:

type:Specdb::MsMs

spectrum_id:22592

21:

type:Specdb::MsMs

spectrum_id:22593

22:

type:Specdb::MsMs

spectrum_id:22594

23:

type:Specdb::MsMs

spectrum_id:440047

24:

type:Specdb::MsMs

spectrum_id:448176

25:

type:Specdb::MsMs

spectrum_id:451880

26:

type:Specdb::MsMs

spectrum_id:2253489

27:

type:Specdb::MsMs

spectrum_id:2255092

28:

type:Specdb::MsMs

spectrum_id:2255472

29:

type:Specdb::MsMs

spectrum_id:2704826

30:

type:Specdb::MsMs

spectrum_id:2704827

31:

type:Specdb::MsMs

spectrum_id:2704828

32:

type:Specdb::MsMs

spectrum_id:3004146

33:

type:Specdb::MsMs

spectrum_id:3004147

34:

type:Specdb::MsMs

spectrum_id:3004148

35:

type:Specdb::NmrOneD

spectrum_id:1071

36:

type:Specdb::NmrOneD

spectrum_id:2411

37:

type:Specdb::NmrOneD

spectrum_id:3101

38:

type:Specdb::NmrOneD

spectrum_id:5592

39:

type:Specdb::NmrOneD

spectrum_id:5593

40:

type:Specdb::NmrOneD

spectrum_id:5594

41:

type:Specdb::NmrOneD

spectrum_id:5595

42:

type:Specdb::NmrOneD

spectrum_id:5596

43:

type:Specdb::NmrOneD

spectrum_id:5597

44:

type:Specdb::NmrOneD

spectrum_id:5598

45:

type:Specdb::NmrOneD

spectrum_id:5599

46:

type:Specdb::NmrOneD

spectrum_id:5600

47:

type:Specdb::NmrOneD

spectrum_id:5601

48:

type:Specdb::NmrOneD

spectrum_id:5602

49:

type:Specdb::NmrOneD

spectrum_id:5603

50:

type:Specdb::NmrOneD

spectrum_id:5604

51:

type:Specdb::NmrOneD

spectrum_id:5605

52:

type:Specdb::NmrOneD

spectrum_id:5606

53:

type:Specdb::NmrOneD

spectrum_id:5607

54:

type:Specdb::NmrOneD

spectrum_id:5608

55:

type:Specdb::NmrOneD

spectrum_id:5609

56:

type:Specdb::NmrOneD

spectrum_id:5610

57:

type:Specdb::NmrOneD

spectrum_id:5611

光谱
生物学性质
1:

cellular:(1):Cytoplasm

cellular:(2):Nucleus

2:

biospecimen:(1):Blood

biospecimen:(2):Cerebrospinal Fluid (CSF)

biospecimen:(3):Feces

biospecimen:(4):Saliva

biospecimen:(5):Urine

3:

tissue:(1):Fibroblasts

tissue:(2):Kidney

tissue:(3):Liver

tissue:(4):Prostate

4:

[1]:

name:Beta Ureidopropionase Deficiency

smpdb_id:SMP00172

kegg_map_id:

[2]:

name:beta-Alanine metabolism

smpdb_id:

kegg_map_id:map00410

[3]:

name:Carnosinuria, carnosinemia

smpdb_id:SMP00493

kegg_map_id:

[4]:

name:Dihydropyrimidinase Deficiency

smpdb_id:SMP00178

kegg_map_id:

[5]:

name:GABA-Transaminase Deficiency

smpdb_id:SMP00351

kegg_map_id:

[6]:

name:MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)

smpdb_id:SMP00202

kegg_map_id:

[7]:

name:Pyrimidine metabolism

smpdb_id:

kegg_map_id:map00240

[8]:

name:UMP Synthase Deficiency (Orotic Aciduria)

smpdb_id:SMP00219

kegg_map_id:

[9]:

name:Ureidopropionase Deficiency

smpdb_id:SMP00492

kegg_map_id:

正常浓度
1:

biospecimen:Blood

concentration_value:0.31 (0.02-1.63)

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Female

subject_condition:Normal

2:

biospecimen:Blood

concentration_value:0.31 (0.02-1.63)

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

3:

biospecimen:Blood

concentration_value:0.32 ( 0.10-0.74)

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Male

subject_condition:Normal

4:

biospecimen:Cerebrospinal Fluid (CSF)

concentration_value:2.1 +/- 1.0

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Not Specified

subject_condition:Normal

5:

biospecimen:Feces

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

6:

biospecimen:Saliva

concentration_value:700 +/- 199

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Male

subject_condition:Normal

7:

biospecimen:Saliva

concentration_value:2168.16 +/- 127.94

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

8:

biospecimen:Saliva

concentration_value:2000 +/- 223

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Female

subject_condition:Normal

9:

biospecimen:Saliva

concentration_value:2000 +/- 223

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Not Specified

subject_condition:Normal

10:

biospecimen:Saliva

concentration_value:2210 +/- 353

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Not Specified

subject_condition:Normal

11:

biospecimen:Saliva

concentration_value:2240 +/- 380

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Female

subject_condition:Normal

12:

biospecimen:Saliva

concentration_value:2350 +/- 654

concentration_units:uM

subject_age:Adult (>18 years old)

subject_sex:Female

subject_condition:Normal

13:

biospecimen:Urine

concentration_value:0.79

concentration_units:umol/mmol creatinine

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

14:

biospecimen:Urine

concentration_value:3.8 (2.1-8.3)

concentration_units:umol/mmol creatinine

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

15:

biospecimen:Urine

concentration_value:2.4 +/- 4.7

concentration_units:umol/mmol creatinine

subject_age:Adult (>18 years old)

subject_sex:Male

subject_condition:Normal

16:

biospecimen:Urine

concentration_value:3.0 +/- 2.7

concentration_units:umol/mmol creatinine

subject_age:Adult (>18 years old)

subject_sex:Female

subject_condition:Normal

17:

biospecimen:Urine

concentration_value:2.5-20

concentration_units:umol/mmol creatinine

subject_age:Children (1 - 18 years old)

subject_sex:Both

subject_condition:Normal

18:

biospecimen:Urine

concentration_value:12.2 +/- 6.2

concentration_units:umol/mmol creatinine

subject_age:Infant (0-1 year old)

subject_sex:Both

subject_condition:Normal

19:

biospecimen:Urine

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

20:

biospecimen:Urine

concentration_value:<3.4

concentration_units:umol/mmol creatinine

subject_age:Infant (0-1 year old)

subject_sex:Both

subject_condition:Normal

异常浓度
1:

biospecimen:Cerebrospinal Fluid (CSF)

concentration_value:81.5 (46.0-117.0)

concentration_units:uM

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Dihydropyrimidine dehydrogenase (DPD) deficiency

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:Urine

concentration_value:2.4 +/- 1.67

concentration_units:umol/mmol creatinine

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Hypertension

5:

biospecimen:Urine

concentration_value:627.0

concentration_units:umol/mmol creatinine

patient_age:Infant (0-1 year old)

patient_sex:Both

patient_information:Dihydropyrimidine dehydrogenase (DPD) deficiency

6:

biospecimen:Urine

concentration_value:2.4 +/- 2.00

concentration_units:umol/mmol creatinine

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Cerebral infarction

7:

biospecimen:Urine

concentration_value:2.8 +/- 1.9

concentration_units:umol/mmol creatinine

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Malignancy

8:

biospecimen:Urine

concentration_value:2.7 +/- 1.9

concentration_units:umol/mmol creatinine

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Liver dysfunction

9:

biospecimen:Urine

concentration_value:2.5 +/- 2.00

concentration_units:umol/mmol creatinine

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Nephropathy

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]:

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pubmed_id:23940645

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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

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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.

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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.

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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.

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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.

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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:Dihydropyrimidine dehydrogenase deficiency

omim_id:274270

[1]:

reference_text:Van Kuilenburg AB, Stroomer AE, Van Lenthe H, Abeling NG, Van Gennip AH: New insights in dihydropyrimidine dehydrogenase deficiency: a pivotal role for beta-aminoisobutyric acid? Biochem J. 2004 Apr 1;379(Pt 1):119-24.

pubmed_id:14705962

[2]:

reference_text:Sumi S, Kidouchi K, Ohba S, Wada Y: Automated screening system for purine and pyrimidine metabolism disorders using high-performance liquid chromatography. J Chromatogr B Biomed Appl. 1995 Oct 20;672(2):233-9.

pubmed_id:8581129

[3]:

reference_text:Brockstedt M, Jakobs C, Smit LM, van Gennip AH, Berger R: A new case of dihydropyrimidine dehydrogenase deficiency. J Inherit Metab Dis. 1990;13(1):121-4.

pubmed_id:2109146

[4]:

reference_text:MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de)

pubmed_id:

3:

name:Hypertension

omim_id:145500

[1]:

reference_text:Sim MK, Qui XS: Angiotensins in plasma of hypertensive rats and human. Regul Pept. 2003 Mar 28;111(1-3):179-82.

pubmed_id:12609766

[2]:

reference_text:Andrew R, Best SA, Watson DG, Midgley JM, Reid JL, Squire IB: Analysis of biogenic amines in plasma of hypertensive patients and a control group. Neurochem Res. 1993 Nov;18(11):1179-82.

pubmed_id:8255371

[3]:

reference_text:Abdelhamid S, Blomer R, Hommel G, Haack D, Lewicka S, Fiegel P, Krumme B: Urinary tetrahydroaldosterone as a screening method for primary aldosteronism: a comparative study. Am J Hypertens. 2003 Jul;16(7):522-30.

pubmed_id:12850384

[4]:

reference_text:Wang S, Ma A, Song S, Quan Q, Zhao X, Zheng X: Fasting serum free fatty acid composition, waist/hip ratio and insulin activity in essential hypertensive patients. Hypertens Res. 2008 Apr;31(4):623-32. doi: 10.1291/hypres.31.623.

pubmed_id:18633173

[5]:

reference_text:Minuz P, Jiang H, Fava C, Turolo L, Tacconelli S, Ricci M, Patrignani P, Morganti A, Lechi A, McGiff JC: Altered release of cytochrome p450 metabolites of arachidonic acid in renovascular disease. Hypertension. 2008 May;51(5):1379-85. doi: 10.1161/HYPERTENSIONAHA.107.105395. Epub 2008 Mar 31.

pubmed_id:18378855

[6]:

reference_text:Hayashi K, Kidouchi K, Sumi S, Mizokami M, Orito E, Kumada K, Ueda R, Wada Y: Possible prediction of adverse reactions to pyrimidine chemotherapy from urinary pyrimidine levels and a case of asymptomatic adult dihydropyrimidinuria. Clin Cancer Res. 1996 Dec;2(12):1937-41.

pubmed_id:9816152

4:

name:Cerebral infarction

omim_id:

[1]:

reference_text:Hayashi K, Kidouchi K, Sumi S, Mizokami M, Orito E, Kumada K, Ueda R, Wada Y: Possible prediction of adverse reactions to pyrimidine chemotherapy from urinary pyrimidine levels and a case of asymptomatic adult dihydropyrimidinuria. Clin Cancer Res. 1996 Dec;2(12):1937-41.

pubmed_id:9816152

[2]:

reference_text:Fagan SC, Castellani D, Gengo FM: Prostanoid concentrations in human CSF following acute ischaemic brain infarction. Clin Exp Pharmacol Physiol. 1986 Aug;13(8):629-32.

pubmed_id:3791712

[3]:

reference_text:Ratge D, Bauersfeld W, Wisser H: The relationship of free and conjugated catecholamines in plasma and cerebrospinal fluid in cerebral and meningeal disease. J Neural Transm. 1985;62(3-4):267-84.

pubmed_id:4031843

5:

name:Liver disease

omim_id:

[1]:

reference_text:McKee RF, Hodson S, Dawes J, Garden OJ, Carter DC: Plasma concentrations of endogenous heparinoids in portal hypertension. Gut. 1992 Nov;33(11):1549-52.

pubmed_id:1452082

[2]:

reference_text:Fabbri EL, Hamner LH 3rd: Congenital complete heart block associated with maternal anti-Ro antibody: a case report. J Perinatol. 1992 Sep;12(3):225-8.

pubmed_id:1432277

[3]:

reference_text:Zuijderhoudt FM, Koehorst SG, Kluitenberg WE, Dorresteijn-de Bok J: On accuracy and precision of a HPLC method for measurement of urine porphyrin concentrations. Clin Chem Lab Med. 2000 Mar;38(3):227-30.

pubmed_id:10905759

[4]:

reference_text:Hayashi K, Kidouchi K, Sumi S, Mizokami M, Orito E, Kumada K, Ueda R, Wada Y: Possible prediction of adverse reactions to pyrimidine chemotherapy from urinary pyrimidine levels and a case of asymptomatic adult dihydropyrimidinuria. Clin Cancer Res. 1996 Dec;2(12):1937-41.

pubmed_id:9816152

KEGG数据库编号
C00429
DrugBank数据库编号
DB01849
foodb数据库编号
FDB030556
ChemSpider数据库编号
629
公共化学化合物编号
649
PDB数据库编号
生物利益的化学实体数据库编号
15901
knapsack数据库编号
维基百科编号
Dihydrouracil
代谢途径的数据库编号
DI-H-URACIL
苯酚资源管理器化合物数据库编号
比格数据库编号
34956
梅林编号
285
虚拟机身份证编号
56DURA
fbonto数据库编号
综合参考
Bhat, K. S.; Rao, A. S. Synthesis of uracil, 6-methyluracil and some dihydrouracils. Organic Preparations and Procedures International (1983), 15(5), 303-13.
一般参考
1:

protein_accession:HMDBP00543

name:Dihydropyrimidinase

uniprot_id:Q14117

gene_name:DPYS

protein_type:Unknown

2:

protein_accession:HMDBP00727

name:Dihydropyrimidine dehydrogenase [NADP(+)]

uniprot_id:Q12882

gene_name:DPYD

protein_type:Unknown

蛋白质结合
1:

reference_text:Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762.

pubmed_id:19212411

2:

reference_text:Hofmann U, Schwab M, Seefried S, Marx C, Zanger UM, Eichelbaum M, Murdter TE: Sensitive method for the quantification of urinary pyrimidine metabolites in healthy adults by gas chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 5;791(1-2):371-80.

pubmed_id:12798197

3:

reference_text:Van Kuilenburg AB, Stroomer AE, Van Lenthe H, Abeling NG, Van Gennip AH: New insights in dihydropyrimidine dehydrogenase deficiency: a pivotal role for beta-aminoisobutyric acid? Biochem J. 2004 Apr 1;379(Pt 1):119-24.

pubmed_id:14705962

4:

reference_text:Grem JL: Intratumoral molecular or genetic markers as predictors of clinical outcome with chemotherapy in colorectal cancer. Semin Oncol. 2005 Feb;32(1):120-7.

pubmed_id:15726514

5:

reference_text:Assmann B, Hoffmann GF, Wagner L, Brautigam C, Seyberth HW, Duran M, Van Kuilenburg AB, Wevers R, Van Gennip AH: Dihydropyrimidinase deficiency and congenital microvillous atrophy: coincidence or genetic relation? J Inherit Metab Dis. 1997 Sep;20(5):681-8.

pubmed_id:9323563

6:

reference_text:Megyeri A, Bacso Z, Shields A, Eliason JF: Development of a stereological method to measure levels of fluoropyrimidine metabolizing enzymes in tumor sections using laser scanning cytometry. Cytometry A. 2005 Apr;64(2):62-71.

pubmed_id:15729713

7:

reference_text:Nakamura A, Kikuchi K, Ohishi T, Masuike T: [Assay method for uracil, dihydrouracil, 5-fluorouracil and 5-fluoro-5, 6-dihydrouracil by high-performance liquid chromatography]. Gan To Kagaku Ryoho. 2004 Mar;31(3):381-6.

pubmed_id:15045945

8:

reference_text:van Lenthe H, van Kuilenburg AB, Ito T, Bootsma AH, van Cruchten A, Wada Y, van Gennip AH: Defects in pyrimidine degradation identified by HPLC-electrospray tandem mass spectrometry of urine specimens or urine-soaked filter paper strips. Clin Chem. 2000 Dec;46(12):1916-22.

pubmed_id:11106323

9:

reference_text:Sumi S, Kidouchi K, Ohba S, Wada Y: Automated screening system for purine and pyrimidine metabolism disorders using high-performance liquid chromatography. J Chromatogr B Biomed Appl. 1995 Oct 20;672(2):233-9.

pubmed_id:8581129

10:

reference_text:Shen GP, Galick H, Inoue M, Wallace SS: Decline of nuclear and mitochondrial oxidative base excision repair activity in late passage human diploid fibroblasts. DNA Repair (Amst). 2003 Jun 11;2(6):673-93.

pubmed_id:12767347

11:

reference_text:Tan BR, McLeod HL: Pharmacogenetic influences on treatment response and toxicity in colorectal cancer. Semin Oncol. 2005 Feb;32(1):113-9.

pubmed_id:15726513

12:

reference_text:Garcia AA, Blessing JA, Lenz HJ, Darcy KM, Mannel RS, Miller DS, Husseinzadeh N: Phase II clinical trial of capecitabine in ovarian carcinoma recurrent 6-12 months after completion of primary chemotherapy, with exploratory TS, DPD, and TP correlates: a Gynecologic Oncology Group study. Gynecol Oncol. 2005 Mar;96(3):810-7.

pubmed_id:15721430

13:

reference_text:Schneider S, Uchida K, Brabender J, Baldus SE, Yochim J, Danenberg KD, Salonga D, Chen P, Tsao-Wei D, Groshen S, Hoelscher AH, Schneider PM, Danenberg PV: Downregulation of TS, DPD, ERCC1, GST-Pi, EGFR, and HER2 gene expression after neoadjuvant three-modality treatment in patients with esophageal cancer. J Am Coll Surg. 2005 Mar;200(3):336-44.

pubmed_id:15737843

14:

reference_text:Jiang H, Jiang J, Hu P, Hu Y: Measurement of endogenous uracil and dihydrouracil in plasma and urine of normal subjects by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Mar 25;769(1):169-76.

pubmed_id:11936689

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