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Merck
CN

30830

Dehydrocholic acid

≥99.0% (T)

Synonym(s):

(5β)-3,7,12-Trioxocholan-24-oic acid, 3,7,12-Trioxo-5β-cholanic acid, 5β-Cholanic acid-3,5,12-trione

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About This Item

Empirical Formula (Hill Notation):
C24H34O5
CAS Number:
Molecular Weight:
402.52
UNSPSC Code:
41141802
NACRES:
NA.77
PubChem Substance ID:
EC Number:
201-335-7
Beilstein/REAXYS Number:
3226734
MDL number:
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Quality Segment

biological source

bovine bile, synthetic

description

anionic

assay

≥99.0% (T)

form

powder

optical activity

[α]20/D +26±1°, c = 1% in ethanol

mp

238-240 °C

solubility

ethanol: 10 mg/mL, clear (hot)

functional group

carboxylic acid

SMILES string

[H][C@@]12CC(=O)CC[C@]1(C)[C@@]3([H])CC(=O)[C@]4(C)[C@H](CC[C@@]4([H])[C@]3([H])C(=O)C2)[C@H](C)CCC(O)=O

InChI

1S/C24H34O5/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/h13-14,16-18,22H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,22+,23+,24-/m1/s1

InChI key

OHXPGWPVLFPUSM-KLRNGDHRSA-N

Application

Dehydrocholic acid was used to study the interaction of bile salts with copper ions in unbuffered systems.

Biochem/physiol Actions

Dehydrocholic acid is an oxidation product of cholic acid by chromic acid that is not present in physiological conditions. When used in animal experiments, it stimulates bile secretion.

Preparation Note

Dehydrocholic acid yields clear solution in hot ethanol at 10 mg/ml.

Other Notes

In the production of chenodeoxycholic acid by bioconversion


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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