ChemicalBook--->CAS DataBase List--->547-75-1

547-75-1

547-75-1 Structure

547-75-1 Structure
IdentificationBack Directory
[Name]

HYOCHOLIC ACID
[CAS]

547-75-1
[Synonyms]

HYOCHOLIC ACID
GAMMA MURICHOLIC
Porcine cholic acid
Hyocholic acid (HCA)
LAMBDA-MURICHOLIC ACID
3-ALPHA,6-ALPHA,7-ALPHA-
HYOCHOLIC ACIDHYOCHOLIC ACID
5β-Cholanic acid-3α,6α,7α-triol
3a,6a,7a-Trihydroxy-5b-cholanic acid
3α,6α,7α-Trihydroxy-5β-cholanic Acid
5B-CHOLAN-24-OIC ACID-3A,6A,7A-TRIOL
3A,6A-7A-TRIHYDROXY-5B-CHOLAN-24-OIC ACID
3α,6α,7α-Trihydroxy-5β-cholan-24-oic acid
5-BETA-CHOLANIC ACID-3-ALPHA, 6-ALPHA, 7-ALPHA-TRIOL
Cholan-24-oic acid, 3,6,7-trihydroxy-, (3α,5β,6α,7α)-
5-BETA-CHOLAN-24-OIC ACID-3-ALPHA,6-ALPHA,7-ALPHA-TRIOL
3-ALPHA,6-ALPHA,7-ALPHA-TRIHYDROXY-5-BETA-CHOLAN-24-OIC ACID
3,6,7-trihydroxy-,(3alpha,5beta,6alpha,7alpha)-cholan-24-oicaci
4-(3,6,7-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)pentanoic acid
(R)-4-((3R,5R,6R,7S,8S,9S,10R,13R,14S,17R)-3,6,7-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
(4R)-4-[(3R,5R,6R,7S,8S,9S,10R,13R,14S,17R)-3,6,7-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]valeric acid
[EINECS(EC#)]

208-935-8
[Molecular Formula]

C24H40O5
[MDL Number]

MFCD00056519
[MOL File]

547-75-1.mol
[Molecular Weight]

408.57
Chemical PropertiesBack Directory
[Melting point ]

162 °C
[Boiling point ]

565.7±40.0 °C(Predicted)
[density ]

1.184±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Ethanol (Slightly), Methanol (Slightly, Heated)
[form ]

Solid
[pka]

4.76±0.10(Predicted)
[color ]

Light Brown to Brown
[Optical Rotation]

+5.525
[InChIKey]

DKPMWHFRUGMUKF-KWXDGCAGSA-N
[SMILES]

O[C@H]1[C@@H]2[C@@H]([C@@]4([C@H]([C@H]1O)C[C@@H](CC4)O)C)CC[C@]3([C@H]2CC[C@@H]3[C@@H](CCC(=O)O)C)C
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methyl (3α,5β,6α)-3-(Acetyloxy)-6-bromo-7-oxo-cholan-24-oic Acid Ester-->(3α,5β,6α)-3,6-Dihydroxy-7-oxo-cholan-24-oic Acid-->3α,6α,7α-Tris(acetyloxy)-5β-cholan-24-oic acid methyl ester-->3alpha-Hydroxy-7-oxo-5beta-cholanic Acid-->METHYL CHENODEOXYCHOLATE-->3α-Acetyloxy-7-oxo-5β-cholan-24-oic acid methyl ester-->7-ketolithocholic Methyl ester
[Preparation Products]

BILE SALTS-->Cholic acid
Hazard InformationBack Directory
[Uses]

3α,6α,7α-Trihydroxy-5β-cholanic Acid is one of the bile acids categorizes under muricholic acid, a group of bile acids found in human urine due to its additional hydroxyl groups. The synthesis of 3α,6 α,7α-Trihydroxy-5β-cholanic Acid was shown to be promoted due to overexpression of cholesterol 7α-hydroxylase enzyme.
[Definition]

ChEBI: A trihydroxy-5beta-cholanic acid in which the three hydroxy substituents are located at the 3alpha-, 6alpha- and 7alpha-positions.
[Biological Activity]

Hyocholic acid levels are elevated in plasma and urine samples of patients with cholestatic liver disease and in hepatic cirrhosis.
[in vivo]

Hyocholic Acid (20 mg/kg, p.o.) suppresses BA depletion-induced blood glucose increase in pigs[3].
Hyocholic Acid (100 mg/kg/day, p.o.) improves serum fasting GLP-1 secretion and glucose homeostasis in diabetic mouse models[3].

Animal Model:BA depletion pigs[3]
Dosage:20 mg/kg
Administration:Oral administration (p.o.)
Result:Attenuated the increased blood glucose levels corresponding with GLP-1 decrease.
Animal Model:db/db model, and the high-fat diet and streptozotocin (HFD+STZ) induced diabetic model[3]
Dosage:100 mg/kg/day
Administration:Oral administration (p.o.)
Result:Improved oral glucose tolerances shown by lower glucose levels.
Increased circulating active GLP-1 levels and fasting insulin levels.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

HYOCHOLIC ACID(547-75-1)MS
HYOCHOLIC ACID(547-75-1)IR1
HYOCHOLIC ACID(547-75-1)IR2
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