CAS Number81-25-4
SynonymsCholalic acid; cholic acid; 17b-(1-Methyl-3-carboxypropyl)etiocholane-3a,7a,12a-triol; 3a,7a,12a-Trihydroxycholanic acid; 5β-Cholic acid; 3a,7a,12a-Trihydroxy-5b-cholanoic acid; 5b-Cholic acid; 3a,7a,12a-Trihydroxy-5b-cholanic Acid; 3α,7α,12α-trihydroxy-5β-cholan-24-oic acid; CHOLALIN; MFCD00003672; EINECS 201-337-8; Cholbam; Cholic&Cyclosphorine; 3a,7a,12a-Trihydroxy-b-cholanic acid; 3a,7a,12a-Trihydroxy-β-cholanic acid; Cholic acd; 5b-Cholanic acid-3a,7a,12a-triol; (3α,5β,7α,12α)-3,7,12-Trihydroxycholan-24-oic acid; 3a,7a,12a-Trihydroxy-5b-cholan-24-oic Acid; CHOLATE; Kolbam; UNII-G1JO7801AE; Orphacol; (3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-oic acid; (3α,5β,7α,8ξ,12α,20R)-3,7,12-Trihydroxycholan-24-oic acid
Molecular FormulaC24H40O5
Molecular Weight408.57
Purity≥98%
Density1.2±0.1 g/cm3
Boiling Point583.9±50.0 °C at 760 mmHg
Melting Point200-201 °C (lit.)
Appearancepowder
EINECS201-337-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 81-25-4 |
| Catalog No. | 2A-9017341 |
| Chinese Name | 胆酸 |
| Synonyms | Cholalic acid; cholic acid; 17b-(1-Methyl-3-carboxypropyl)etiocholane-3a,7a,12a-triol; 3a,7a,12a-Trihydroxycholanic acid; 5β-Cholic acid; 3a,7a,12a-Trihydroxy-5b-cholanoic acid; 5b-Cholic acid; 3a,7a,12a-Trihydroxy-5b-cholanic Acid; 3α,7α,12α-trihydroxy-5β-cholan-24-oic acid; CHOLALIN; MFCD00003672; EINECS 201-337-8; Cholbam; Cholic&Cyclosphorine; 3a,7a,12a-Trihydroxy-b-cholanic acid; 3a,7a,12a-Trihydroxy-β-cholanic acid; Cholic acd; 5b-Cholanic acid-3a,7a,12a-triol; (3α,5β,7α,12α)-3,7,12-Trihydroxycholan-24-oic acid; 3a,7a,12a-Trihydroxy-5b-cholan-24-oic Acid; CHOLATE; Kolbam; UNII-G1JO7801AE; Orphacol; (3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-oic acid; (3α,5β,7α,8ξ,12α,20R)-3,7,12-Trihydroxycholan-24-oic acid |
| Molecular Formula | C24H40O5 |
| Molecular Weight | 408.57 |
| Purity | ≥98 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 583.9±50.0 °C at 760 mmHg |
| Melting Point | 200-201 °C (lit.) |
| Appearance | powder |
| Water Solubility | 0.28 g/L (15 ºC) |
| Storage Condition | Packed in a multi-layer kraft paper bag wrapped in |
| Application | Cholic acid is the primary bile acid produced in the liver, often conjugated to glycine or taurine, and aids in fat absorption and cholesterol excretion. |
| EINECS | 201-337-8 |
| HTC | 2942000000 |
| PubChem ID | 24892356 |
| MDL Number | MFCD00003672 |
| SMILES | [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@]([H])(CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(O)=O |
| InChI | 1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 |
| InChI Key | BHQCQFFYRZLCQQ-OELDTZBJSA-N |
| Beilstein/REAXYS | 2822009 |
| NACRES Code | NA.25 |
| UNSPSC | 12161900 |
| Hazard Symbols | Transport |
| MSDS | msds/17341_1_81_25_4.pdf |
| Bioactivity | Cholic acid is a major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Related Catalog Natural Products >> Acids and Aldehydes Research Areas >> Metabolic Disease Target Human Endogenous Metabolite In Vitro Cholic acid competitively binds Na+/taurocholate cotransporting polypeptide (NTCP) on HepG2 cells and significantly inhibits the uptake of Cholic acid (CA)-nanoliposomes (LPs)-Doxorubicin (DOX)-HCl, which indicates that CA-LPs-DOX-HCl are also uptaken via NTCP-mediated endocytosis pathway[1]. In Vivo Cholic acid feeding leads to increased CYP2D6 expression in CYP2D6-humanized mice. As a cholestasis model, Tg-CYP2D6 mice are fed a Cholic acid (CA)-supplemented diet for over 1 week. The treatment is known to increase bile acid pool size by 2-fold and to replace ~90% of bile acids with CA, recapitulating the features of cholestatic conditions in humans[2]. Cell Assay HepG2 cells are pretreated with the inhibitors NaN3 (1 mg/mL), Genistein (50 μg/mL), MβCD (10 mM), Nystatin (50 μg/mL), Chlorpromazine (10 μg/mL), and Cholic acid (1 mg/mL) for 30 min. After removing the inhibitors, the cells are incubated with CA-LPs for 2 h, and the cellular uptake of LPs is determined in the "In vitro cellular uptake assays" section[1]. Animal Admin Mice[2] Tg-CYP2D6 mice are fed with normal chow (control) or 1% (w/w) Cholic acid-supplemented diet (CA) for 14 days (n=4 mice/group). Alkaline phosphatase (ALP) and alanine aminotransferase (ALT) activities are measured in mouse serum. References [1]. Li Y, et al. Mechanism of hepatic targeting via oral administration of DSPE-PEG-Cholic acid-modified nanoliposomes. Int J Nanomedicine. 2017 Feb 28;12:1673-1684. [2]. Pan X, et al. Cholic acid Feeding Leads to Increased CYP2D6 Expression in CYP2D6-Humanized Mice. Drug Metab Dispos. 2017 Apr;45(4):346-352. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 583.9±50.0 °C at 760 mmHg Melting Point 197-202 ºC Molecular Formula C24H40O5 Molecular Weight 408.571 Flash Point 321.0±26.6 °C Exact Mass 408.287567 PSA 97.99000 LogP 2.62 Vapour Pressure 0.0±3.7 mmHg at 25°C Index of Refraction 1.558 InChIKey BHQCQFFYRZLCQQ-OELDTZBJSA-N SMILES CC(CCC(=O)O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C Storage condition 2-8°C Water Solubility 0.28 g/L (15 ºC) |
| Use of | Cholic acid is a major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Properties Articles98 Name cholic acid Synonym More Synonyms cholic acid Biological Activity Description Cholic acid is a major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Related Catalog Natural Products >> Acids and Aldehydes Research Areas >> Metabolic Disease Human Endogenous Metabolite References [1]. Li Y, et al. Mechanism of hepatic targeting via oral administration of DSPE-PEG-Cholic acid-modified nanoliposomes. Int J Nanomedicine. 2017 Feb 28;12:1673-1684. [2]. Pan X, et al. Cholic acid Feeding Leads to Increased CYP2D6 Expression in CYP2D6-Humanized Mice. Drug Metab Dispos. 2017 Apr;45(4):346-352. Chemical & Physical Properties Molecular Formula C24H40O5 Exact Mass 408.287567 PSA 97.99000 Index of Refraction 1.558 InChIKey BHQCQFFYRZLCQQ-OELDTZBJSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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