Glycocholic acid
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Glycocholic acid
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CAS No:
475-31-0
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Formula:
C26H43NO6
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Chemical Name:
Glycocholic acid
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Synonyms:
Glycine,N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]-;Glycine,N-choloyl-;Glycoreductodehydrocholic acid;5β-Cholan-24-amide,N-(carboxymethyl)-3α,7α,12α-trihydroxy-;Cholane,glycine deriv.;N-[(3α,5β,7α,12α)-3,7,12-Trihydroxy-24-oxocholan-24-yl]glycine;N-Choloylglycine;Glycocholic acid;3α,7α,12α-Trihydroxy-5β-cholan-24-oylglycine;Glycine cholate;Cholylglycine;3α,7α,12α-Trihydroxy-5β-cholanic acid-24-glycine;3α,7α,12α-Trihydroxy-N-(carboxymethyl)-5β-cholan-24-amide;Glycylcholic acid;371165-72-9;889875-61-0;906348-16-1;2141963-30-4
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CAS No:
Description
Glycocholic acid is a bile acid with anticancer activity, targeting against pump resistance-related and non-pump resistance-related pathways.
Solid
Glycocholic acid is a bile acid glycine conjugate having cholic acid as the bile acid component. It has a role as a human metabolite. It derives from a cholic acid and a glycochenodeoxycholic acid. It is a conjugate acid of a glycocholate.|The glycine conjugate of CHOLIC ACID. It acts as a detergent to solubilize fats for absorption and is itself absorbed.
Characteristics
127
2.9
1.4±0.1 g/cm3
166.5 °C
350.1±34.3 °C
1.645
methanol: 0.1 g/mL, clear, colorless
Refrigerator
202 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|200.58 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|199.7 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|208 Ų [M+K]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|202.2 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|202.2 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|205.2 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|200.8 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|202.2 Ų [M-H]- [CCS Type: DT, Method: single field calibrated]|196.9 Ų [M+H-2H2O]+ [CCS Type: DT, Method: single field calibrated]|197.4 Ų [M+H-H2O]+ [CCS Type: DT, Method: single field calibrated]|214.2 Ų [M+K-H+HCOO]- [CCS Type: DT, Method: single field calibrated]|204.8 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated]|210.7 Ų [M+Na-H+Cl]- [CCS Type: DT, Method: single field calibrated]|212.2 Ų [M+Na-H+HCOO]- [CCS Type: DT, Method: single field calibrated]|202.8 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated]|202.2 Ų [M-H]-
Drug Information
Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties. (See all compounds classified as Detergents.)|Gastrointestinal agents that stimulate the flow of bile into the duodenum (cholagogues) or stimulate the production of bile by the liver (choleretic). (See all compounds classified as Cholagogues and Choleretics.)
Cholylglycine
Glycocholic acid Use and Manufacturing
Can be made from bile or bile acid.
Labelled Glycocholic Acid. The product of conjugation of cholic acid with glycine; chief ingredient of the bile of herbivorous animals. In the weakly alkaline bile fluid glycocholic acid exists as the sodium salt.
Lipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Glycine conjugates [ST0503]
Computed Properties
Molecular Weight:465.6
XLogP3:2.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:465.30903809
Monoisotopic Mass:465.30903809
Topological Polar Surface Area:127
Heavy Atom Count:33
Complexity:759
Defined Atom Stereocenter Count:11
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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