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475-31-0

475-31-0 structure
475-31-0 structure
  • Name: Glycocholic acid
  • Chemical Name: glycocholic acid
  • CAS Number: 475-31-0
  • Molecular Formula: C26H43NO6
  • Molecular Weight: 465.623
  • Catalog: Biochemical Chinese herbal medicine ingredients
  • Create Date: 2018-04-28 08:00:00
  • Modify Date: 2024-01-02 15:10:48
  • Glycocholic acid is a bile acid with anticancer activity, targeting against pump resistance-related and non-pump resistance-related pathways.
Name glycocholic acid
Synonyms (Z)-N-[(3α,5β,7α,8ξ,12α,20R,24Z)-3,7,12,24-Tetrahydroxycholan-24-ylidene]glycine
Glycine, N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]-
N-choloyl-Glycine
Glycocholic Acid Hydrate
3a,7a,12a-Trihydroxy-5b-cholan-24-oylglycine
Glycocholic acid
Glycine, N-[(3α,5β,7α,8ξ,12α,20R,24Z)-3,7,12,24-tetrahydroxycholan-24-ylidene]-, (Z)-
N-[(3α,5β,7α,12α)-3,7,12-Trihydroxy-24-oxocholan-24-yl]glycine
2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
N-Choloylglycine
N-[(3a,5b,7a,12a)-3,7,12-Trihydroxy-24-oxocholan-24-yl]glycine
EINECS 207-494-9
({(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl}amino)acetic acid
MFCD06408004
Glycine, N-((3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl)-
Description Glycocholic acid is a bile acid with anticancer activity, targeting against pump resistance-related and non-pump resistance-related pathways.
Related Catalog
Target

Human Endogenous Metabolite

Bax

Bcl-2

MDR1

MRP1

MDR2

In Vitro Glycocholic acid (GC) increases the cytotoxicity of epirubicin, significantly increases the intracellular accumulation of epirubicin in Caco-2 cells and the absorption of epirubicin in rat small intestine, and intensified epirubicin-induced apoptosis. Glycocholic acid and epirubicin significantly reduce mRNA expression levels of human intestinal MDR1, MDR-associated protein (MRP)1, and MRP2; downregulate the MDR1 promoter region; suppress the mRNA expression of Bcl-2; induce the mRNA expression of Bax; and significantly increase the Bax-to-Bcl-2 ratio and the mRNA levels of p53, caspase-9 and -3. A combination of anticancer drugs with Glycocholic acid can control MDR via a mechanism that involves modulating P-gp and MRPs as well as regulating apoptosis-related pathways[1].
References

[1]. Lo YL, et al. Inhibit multidrug resistance and induce apoptosis by using glycocholic acid and epirubicin. Eur J Pharm Sci. 2008 Sep 2;35(1-2):52-67.
Density 1.4±0.1 g/cm3
Boiling Point 655.3±65.0 °C at 760 mmHg
Melting Point 128°C
Molecular Formula C26H43NO6
Molecular Weight 465.623
Flash Point 350.1±34.3 °C
Exact Mass 465.309052
PSA 127.09000
LogP 2.45
Vapour Pressure 0.0±4.5 mmHg at 25°C
Index of Refraction 1.645
Storage condition Refrigerator
Water Solubility methanol: 0.1 g/mL, clear, colorless
Hazard Codes N:Dangerousfortheenvironment;
Risk Phrases R51/53
Safety Phrases S61
RIDADR UN 3077 9/PG 3
WGK Germany 3
Precursor  0

DownStream  3


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title: CAS No. 475-31-0 | Chemsrc address: https://www.chemsrc.com/en/baike/402604.html

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