创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-14 15:44:46 UTC
描述
Cellobiose, also known as GLCB1-4GLCB or cellose, is a disaccharide. It is also classified as a reducing sugar. In terms of its chemical structure, it is derived from the condensation of a pair beta-glucose molecules creating a beta (1‚Üí4) bond. It belongs to the class of organic compounds known as O-glycosyl compounds. These are glycosides in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Cellobiose can be obtained by enzymatic hydrolysis of cellulose and cellulose-rich materials such as cotton, jute, or paper. Cellobiose is a plant metabolite found in flowering plants, conifers and other gymnosperms. Cellobiose can also be found in vertebrates that have consumed plant foods. It has been detected, but not quantified in, several different foods, such as okra, common chokecherries, cherry tomatoes, and welsh onions. Cellobiose can be used as an indicator carbohydrate for Crohn's disease and malabsorption syndrome. Intestinal permeability to detect Crohn's disease and malabsorption syndrome can be measured by the sugar absorption test. This test is based on determining the ratio of the urinary excretion of a large (a disaccharide such as cellobiose) and a small carbohydrate (a monosaccharide such as lactulose or rhamnose) after oral administration. Patients with Crohn's disease or with ulcerative colitis have increased permeability indices in comparison to healthy controls (PMID: 15546811).
同义词
1:1-beta-D-Glucopyranosyl-4-beta-D-glucopyranose
2:4-O-beta-D-Glucopyranosyl-beta-D-glucopyranose
3:beta-D-GLC-(1->4)-beta-D-GLC
4:beta-D-GLCP-(1->4)-beta-D-GLCP
5:beta-D-Glucosyl-(1->4)-beta-D-glucose
6:GLCB1-4GLCB
7:Glcbeta1-4glcbeta
8:1-b-D-Glucopyranosyl-4-b-D-glucopyranose
9:1-Β-D-glucopyranosyl-4-β-D-glucopyranose
10:4-O-b-D-Glucopyranosyl-b-D-glucopyranose
11:4-O-Β-D-glucopyranosyl-β-D-glucopyranose
12:b-D-GLC-(1->4)-b-D-GLC
13:Β-D-GLC-(1->4)-β-D-GLC
14:b-D-GLCP-(1->4)-b-D-GLCP
15:Β-D-GLCP-(1->4)-β-D-GLCP
16:b-D-Glucosyl-(1->4)-b-D-glucose
17:Β-D-glucosyl-(1->4)-β-D-glucose
18:4-(b-D-Glucosido)-D-glucose
19:4-(b-delta-Glucosido)-delta-glucose
20:4-(beta-D-Glucosido)-D-glucose
21:4-(beta-delta-Glucosido)-delta-glucose
22:4-beta-D-Glucopyranosyl-D-glucopyranose
23:4-beta-delta-Glucopyranosyl-delta-glucopyranose
24:4-O-b-D-Glucopyranosyl-D-glucose
25:4-O-beta-D-Glucopyranosyl-D-glucose
26:4-O-beta-delta-Glucopyranosyl-delta-glucose
27:Cellose
28:D-(+)-Cellobiose
29:D-Cellobiose
30:D-Glucosyl-b-(1->4)-D-glucose
31:D-Glucosyl-beta-(1-4)-D-glucose
32:D-Glucosyl-beta-(1->4)-D-glucose
33:delta-(+)-Cellobiose
34:delta-Cellobiose
35:delta-Glucosyl-beta-(1-4)-delta-glucose
36:delta-Glucosyl-beta-(1->4)-delta-glucose
37:4 O beta D Glucopyranosyl D glucopyranose
38:4-O-beta-D-Glucopyranosyl-D-glucopyranose
39:b-Cellobiose
40:Β-cellobiose
41:CELLOBIOSE
化学名称
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
代谢物结构字符串
OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
inchi标识符
InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1
印记键
GUBGYTABKSRVRQ-QRZGKKJRSA-N
分类学
description: belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
description:O-glycosyl compounds
kingdom:Organic compounds
super_class:Organic oxygen compounds
class:Organooxygen compounds
sub_class:Carbohydrates and carbohydrate conjugates
molecular_framework:Aliphatic heteromonocyclic compounds
1:Acetals
2:Disaccharides
3:Hemiacetals
4:Hydrocarbon derivatives
5:Oxacyclic compounds
6:Oxanes
7:Polyols
8:Primary alcohols
9:Secondary alcohols
10:Acetal
11:Alcohol
12:Aliphatic heteromonocyclic compound
13:Disaccharide
14:Hemiacetal
15:Hydrocarbon derivative
16:O-glycosyl compound
17:Organoheterocyclic compound
18:Oxacycle
19:Oxane
20:Polyol
21:Primary alcohol
22:Secondary alcohol
23:cellobiose
本体论
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: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: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: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:Microbe
definition:A living organism that is of a microscopic scale, either single-celled or a cluster of cells.
parent_id:7736
***level:4
type:child
term:Biological location
definition:The physiological origin within an organism, including anatomical compnents, biofluids and excreta.
parent_id:7724
*level:2
type:parent
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: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
实验性质
1:
kind:water_solubility
value:111.0 mg/mL at 15 °C
source:
2:
kind:melting_point
value:229 - 230 °C
source:
预测性质
1:
kind:logp
value:-3.01
source:ALOGPS
2:
kind:logs
value:0.23
source:ALOGPS
3:
kind:solubility
value:586 g/L
source:ALOGPS
4:
kind:logp
value:-4.7
source:ChemAxon
5:
kind:pka_strongest_acidic
value:11.25
source:ChemAxon
6:
kind:pka_strongest_basic
value:-3
source:ChemAxon
7:
kind:iupac
value:(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
source:ChemAxon
8:
kind:average_mass
value:342.2965
source:ChemAxon
9:
kind:mono_mass
value:342.116211546
source:ChemAxon
10:
kind:smiles
value:OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
source:ChemAxon
11:
kind:formula
value:C12H22O11
source:ChemAxon
12:
kind:inchi
value:InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1
source:ChemAxon
13:
kind:inchikey
value:GUBGYTABKSRVRQ-QRZGKKJRSA-N
source:ChemAxon
14:
kind:polar_surface_area
value:189.53
source:ChemAxon
15:
kind:refractivity
value:68.34
source:ChemAxon
16:
kind:polarizability
value:31.08
source:ChemAxon
17:
kind:rotatable_bond_count
value:4
source:ChemAxon
18:
kind:acceptor_count
value:11
source:ChemAxon
19:
kind:donor_count
value:8
source:ChemAxon
20:
kind:physiological_charge
value:0
source:ChemAxon
21:
kind:formal_charge
value:0
source:ChemAxon
22:
kind:number_of_rings
value:2
source:ChemAxon
23:
kind:bioavailability
value:No
source:ChemAxon
24:
kind:rule_of_five
value:No
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:944
2:
type:Specdb::NmrTwoD
spectrum_id:1115
3:
type:Specdb::NmrOneD
spectrum_id:1057
4:
type:Specdb::NmrOneD
spectrum_id:5472
5:
type:Specdb::NmrOneD
spectrum_id:5473
6:
type:Specdb::NmrOneD
spectrum_id:5474
7:
type:Specdb::NmrOneD
spectrum_id:5475
8:
type:Specdb::NmrOneD
spectrum_id:5476
9:
type:Specdb::NmrOneD
spectrum_id:5477
10:
type:Specdb::NmrOneD
spectrum_id:5478
11:
type:Specdb::NmrOneD
spectrum_id:5479
12:
type:Specdb::NmrOneD
spectrum_id:5480
13:
type:Specdb::NmrOneD
spectrum_id:5481
14:
type:Specdb::NmrOneD
spectrum_id:5482
15:
type:Specdb::NmrOneD
spectrum_id:5483
16:
type:Specdb::NmrOneD
spectrum_id:5484
17:
type:Specdb::NmrOneD
spectrum_id:5485
18:
type:Specdb::NmrOneD
spectrum_id:5486
19:
type:Specdb::NmrOneD
spectrum_id:5487
20:
type:Specdb::NmrOneD
spectrum_id:5488
21:
type:Specdb::NmrOneD
spectrum_id:5489
22:
type:Specdb::NmrOneD
spectrum_id:5490
23:
type:Specdb::NmrOneD
spectrum_id:5491
24:
type:Specdb::CMs
spectrum_id:2066
25:
type:Specdb::CMs
spectrum_id:2084
26:
type:Specdb::CMs
spectrum_id:2125
27:
type:Specdb::CMs
spectrum_id:13823
28:
type:Specdb::CMs
spectrum_id:31995
29:
type:Specdb::CMs
spectrum_id:31996
30:
type:Specdb::CMs
spectrum_id:37269
31:
type:Specdb::CMs
spectrum_id:148277
32:
type:Specdb::CMs
spectrum_id:148279
33:
type:Specdb::CMs
spectrum_id:148281
34:
type:Specdb::CMs
spectrum_id:148283
35:
type:Specdb::CMs
spectrum_id:148284
36:
type:Specdb::CMs
spectrum_id:148287
37:
type:Specdb::CMs
spectrum_id:148289
38:
type:Specdb::CMs
spectrum_id:148291
39:
type:Specdb::CMs
spectrum_id:148293
40:
type:Specdb::CMs
spectrum_id:160559
41:
type:Specdb::CMs
spectrum_id:279667
42:
type:Specdb::MsMs
spectrum_id:87
43:
type:Specdb::MsMs
spectrum_id:88
44:
type:Specdb::MsMs
spectrum_id:89
45:
type:Specdb::MsMs
spectrum_id:179643
46:
type:Specdb::MsMs
spectrum_id:179644
47:
type:Specdb::MsMs
spectrum_id:179645
48:
type:Specdb::MsMs
spectrum_id:181977
49:
type:Specdb::MsMs
spectrum_id:181978
50:
type:Specdb::MsMs
spectrum_id:181979
51:
type:Specdb::MsMs
spectrum_id:2240383
52:
type:Specdb::MsMs
spectrum_id:2244580
53:
type:Specdb::MsMs
spectrum_id:2245550
54:
type:Specdb::MsMs
spectrum_id:2246638
55:
type:Specdb::MsMs
spectrum_id:2247633
56:
type:Specdb::MsMs
spectrum_id:2248760
57:
type:Specdb::MsMs
spectrum_id:2249639
58:
type:Specdb::MsMs
spectrum_id:2250799
59:
type:Specdb::MsMs
spectrum_id:2251590
60:
type:Specdb::MsMs
spectrum_id:2844788
61:
type:Specdb::MsMs
spectrum_id:2844789
62:
type:Specdb::MsMs
spectrum_id:2844790
63:
type:Specdb::MsMs
spectrum_id:2860471
64:
type:Specdb::MsMs
spectrum_id:2860472
65:
type:Specdb::MsMs
spectrum_id:2860473
生物学性质
1:
cellular:(1):Cytoplasm
2:
biospecimen:(1):Urine
3:
tissue:(1):Intestine
tissue:(2):Spleen
4:
正常浓度
1:
biospecimen:Urine
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
异常浓度
1:
biospecimen:Urine
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Bladder cancer
综合参考
Machida, Makoto; Hosokawa, Koji. Enzymic preparation of cellooligosaccharide with cellulase. Jpn. Kokai Tokkyo Koho (2006), 20pp. CODEN: JKXXAF JP 2006204294 A 20060810 CAN 145:187210 AN 2006:786561
一般参考
1:
protein_accession:HMDBP01163
name:Glucosidase 2 subunit beta
uniprot_id:P14314
gene_name:PRKCSH
protein_type:Enzyme
2:
protein_accession:HMDBP01795
name:Glucosylceramidase
uniprot_id:P04062
gene_name:GBA
protein_type:Enzyme
3:
protein_accession:HMDBP03061
name:Cytosolic beta-glucosidase
uniprot_id:Q9H227
gene_name:GBA3
protein_type:Unknown
蛋白质结合
1:
reference_text:Morita T, Ozawa M, Ito H, Kimio S, Kiriyama S: Cellobiose is extensively digested in the small intestine by beta-galactosidase in rats. Nutrition. 2008 Nov-Dec;24(11-12):1199-204. doi: 10.1016/j.nut.2008.06.029. Epub 2008 Aug 26.
pubmed_id:18752931
2:
reference_text:Matsuura Y: Degradation of konjac glucomannan by enzymes in human feces and formation of short-chain fatty acids by intestinal anaerobic bacteria. J Nutr Sci Vitaminol (Tokyo). 1998 Jun;44(3):423-36.
pubmed_id:9742462
3:
reference_text:Nakamura S, Oku T, Ichinose M: Bioavailability of cellobiose by tolerance test and breath hydrogen excretion in humans. Nutrition. 2004 Nov-Dec;20(11-12):979-83.
pubmed_id:15561487
4:
reference_text:Cain WJ, Millar JS, Himebauch AS, Tietge UJ, Maugeais C, Usher D, Rader DJ: Lipoprotein [a] is cleared from the plasma primarily by the liver in a process mediated by apolipoprotein [a]. J Lipid Res. 2005 Dec;46(12):2681-91. Epub 2005 Sep 8.
pubmed_id:16150825
5:
reference_text:Cobden I, Hamilton I, Rothwell J, Axon AT: Cellobiose/mannitol test: physiological properties of probe molecules and influence of extraneous factors. Clin Chim Acta. 1985 May 15;148(1):53-62.
pubmed_id:3924445
6:
reference_text:Welcker K, Martin A, Kolle P, Siebeck M, Gross M: Increased intestinal permeability in patients with inflammatory bowel disease. Eur J Med Res. 2004 Oct 29;9(10):456-60.
pubmed_id:15546811
7:
reference_text:Calero M, Ghiso J: Radiolabeling of amyloid-beta peptides. Methods Mol Biol. 2005;299:325-48.
pubmed_id:15980615
8:
reference_text:Sakamoto M, Huang Y, Umeda M, Ishikawa I, Benno Y: Prevotella multiformis sp. nov., isolated from human subgingival plaque. Int J Syst Evol Microbiol. 2005 Mar;55(Pt 2):815-9.
pubmed_id:15774668
9:
reference_text:Hu WL, Chindemi PA, Regoeczi E: In vivo behaviour of rat transferrin bearing a hybrid glycan and its interaction with macrophages. Biochem Cell Biol. 1992 Aug;70(8):636-42.
pubmed_id:1476702
10:
reference_text:Potier M, Dallaire L, Melancon SB: Occurrence and properties of fetal intestinal glycosidases (disaccharidases) in human amniotic fluid. Biol Neonate. 1975;27(3-4):141-52.
pubmed_id:241430
11:
reference_text:Johansson AG, Sundqvist T, Skogh T: IgG immune complex binding to and activation of liver cells. An in vitro study with IgG immune complexes, Kupffer cells, sinusoidal endothelial cells and hepatocytes. Int Arch Allergy Immunol. 2000 Apr;121(4):329-36.
pubmed_id:10828724
12:
reference_text:Kaczmarczyk A, Blom AM, Alston-Smith J, Sjoquist M, Fries E: Plasma bikunin: half-life and tissue uptake. Mol Cell Biochem. 2005 Mar;271(1-2):61-7.
pubmed_id:15881656
13:
reference_text:Garcia-Martos P, Garcia-Agudo L, Ruiz-Aragon J, Saldarreaga A, Marin P: [Carbohydrate assimilation by clinical and environmental Rhodotorula glutinis strains]. Rev Iberoam Micol. 2004 Jun;21(2):90-2.
pubmed_id:15538836
14:
reference_text:Juby LD, Rothwell J, Axon AT: Cellobiose/mannitol sugar test--a sensitive tubeless test for coeliac disease: results on 1010 unselected patients. Gut. 1989 Apr;30(4):476-80.
pubmed_id:2497056