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sodium glycocholate

Names

[ CAS No. ]:
863-57-0

[ Name ]:
sodium glycocholate

[Synonym ]:
Glycine, N-choloyl-, monosodium salt
EINECS 212-730-9
sodium {[(3α,5β,7α,8ξ,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino}acetate
GLYCOCHOLIC ACID SODIUM SALT
Glycine, N-((3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl)-, monosodium salt (9CI)
MFCD00036741
Sodium {[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino}acetate
Glycine, N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]-, sodium salt (1:1)
Sodium glycocholate hydrate
glycine, N-[(3α,5β,7α,8ξ,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]-, sodium salt (1:1)

Biological Activity

[Description]:

Glycocholic acid sodium is an orally active bile acid with anticancer activity, targeting against pump resistance-related and non-pump resistance-related pathways[1].

[Related Catalog]:

Research Areas >> Others

[Target]

Microbial Metabolite

Human Endogenous Metabolite


[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].

Chemical & Physical Properties

[ Boiling Point ]:
692ºC at 760 mmHg

[ Melting Point ]:
210-215 °C (subl.)(lit.)

[ Molecular Formula ]:
C26H42NNaO6

[ Molecular Weight ]:
487.604

[ Flash Point ]:
372.3ºC

[ Exact Mass ]:
487.290985

[ PSA ]:
129.92000

[ LogP ]:
1.62110

[ Index of Refraction ]:
30 ° (C=1, H2O)

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MB9265100
CHEMICAL NAME :
Glycine, N-choloyl-, monosodium salt
CAS REGISTRY NUMBER :
863-57-0
LAST UPDATED :
199404
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C26-H43-N-O6.Na
MOLECULAR WEIGHT :
488.69

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TEST SYSTEM :
Rodent - rat
DOSE/DURATION :
400 mg/kg
REFERENCE :
JJCREP Japanese Journal of Cancer Research. (Elsevier Science Pub. BV, POB 211, 1000 AE Amsterdam, Netherlands) V.76- 1985- Volume(issue)/page/year: 78,32,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80519 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated)

Safety Information

[ Safety Phrases ]:
S22-S24/25

[ WGK Germany ]:
3

[ RTECS ]:
MB9265100

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds