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5255-17-4

5255-17-4 Structure

5255-17-4 Structure
IdentificationBack Directory
[Name]

3BETA-HYDROXY-DELTA5-CHOLENIC ACID
[CAS]

5255-17-4
[Synonyms]

ZK-115757
5-cholenic acid-3B-ol
5-cholenic acid-3β-ol
5-CHOLENIC ACID-3BETA-OL
3-BETA-HYDROXYCHOLENIC ACID
3b-Hydroxy-5-cholenoic acid
3β-Hydroxy-5-cholenoic acid
3β-Hydroxy-Δ5-cholenic acid
5-CHOLENIC ACID-3-BETA-HYDROXY
3β-hydroxy-5-cholen-24-oic acid
3β-Hydroxychol-5-en-24-oic acid
3B-Hydroxy-DELTA5-cholenic acid
CHOLESTEROL TRISNORCHOLENIC ACID
3BETA-HYDROXY-5-CHOLEN-24-OIC ACID
3BETA-HYDROXY-DELTA5-CHOLENIC ACID
3-beta-hydroxychol-5-en-24-oic acid
3β-Hydroxycholane-5-ene-24-oic acid
3β-Hydroxy-5α-chol-5-en-24-oic acid
3β-Hydroxy-Δ5-cholenic Acid
Chol-5-en-24-oic acid,3-hydroxy-, (3b)-
3BETA-HYDROXY-DERTA5-CHOLENIC ACID 95+%
(4R)-4-[(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]valeric acid
(4R)-4-[(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
[Molecular Formula]

C24H38O3
[MDL Number]

MFCD00069468
[MOL File]

5255-17-4.mol
[Molecular Weight]

374.56
Chemical PropertiesBack Directory
[Melting point ]

232°C
[Boiling point ]

522.8±23.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[refractive index ]

-39.5 ° (C=1, Dioxane)
[storage temp. ]

Refrigerator
[solubility ]

Dioxane (Slightly, Sonicated), DMF (Slightly), DMSO (Slightly, Heated, Sonicated)
[form ]

Solid
[pka]

4.76±0.10(Predicted)
[color ]

White to Pale Yellow
[InChIKey]

HIAJCGFYHIANNA-ZSWKZNPUNA-N
[SMILES]

C[C@]12CC[C@]3([H])[C@]4(CC[C@H](O)CC4=CC[C@@]3([H])[C@]1([H])CC[C@]2([H])[C@H](C)CCC(=O)O)C |&1:1,4,6,9,15,17,21,23,r|
[CAS DataBase Reference]

5255-17-4
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

Cholenic acid is a monohydroxy bile acid. It is a cholesterol oxidation product formed by 7α-hydroxylation of 27-hydroxycholesterol (Item Nos. 14790 | 14791), as well as a precursor in the biosynthesis of chenodeoxycholic acid (Item No. 10011286). Levels of cholenic acid are increased in patients with neonatal liver disease harboring mutations in CYP7A1, the gene encoding 7α-hydroxylase, as well as in patients with intrahepatic and extrahepatic cholestasis.
[Uses]

5-Cholenic Acid-3β-ol is a bile acid of which the metabolism in humans results in the primary bile acids lithocholic acid and chenodeoxycholic. It is found in hgher concentrations in meconium of premature human babies when compared to full term babies.
[Definition]

ChEBI: 3b-Hydroxy-5-cholenoic acid is a steroid.
[IC 50]

Human Endogenous Metabolite
[storage]

Store at -20°C, protect from light
[References]

[1] C LEE  N B J  K O Martin. Bile acid synthesis: 7 alpha-hydroxylation of intermediates in the sterol 27-hydroxylase metabolic pathway.[J]. Journal of Lipid Research, 1996, 37 6: 1356-1362.
[2] K D SETCHELL. Identification of a new inborn error in bile acid synthesis: mutation of the oxysterol 7alpha-hydroxylase gene causes severe neonatal liver disease.[J]. Journal of Clinical Investigation, 1998, 102 9: 1690-1703. DOI: 10.1172/jci2962
[3] K SUGIYAMA. Clinical evaluation of serum 3 beta-hydroxy-5-cholenoic acid in hepatobiliary diseases.[J]. Gastroenterologia Japonica, 1986, 21 6: 608-616. DOI: 10.1007/bf02774489
Spectrum DetailBack Directory
[Spectrum Detail]

3BETA-HYDROXY-DELTA5-CHOLENIC ACID(5255-17-4)MS
3BETA-HYDROXY-DELTA5-CHOLENIC ACID(5255-17-4)1HNMR
3BETA-HYDROXY-DELTA5-CHOLENIC ACID(5255-17-4)IR1
3BETA-HYDROXY-DELTA5-CHOLENIC ACID(5255-17-4)IR2
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