Epidihydrocholesterin

HCID 66066CAS 516-95-0
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Basic information

Standard SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey
QYIXCDOBOSTCEI-FBVYSKEZSA-N
Molecular formula
C27H48O
Average molar mass
388.7 g/mol
Monoisotopic mass
388.37051616

Overview

Epidihydrocholesterin is a 5alpha-chloestane compound having a 3alpha-hydroxy substituent. It has a role as a human metabolite. It is a 3alpha-sterol and a 5alpha-cholestane.

Names & identifiers

Preferred name
Epidihydrocholesterin
IUPAC
(3R,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
English name
5-alpha-cholestan-3-alpha-ol
Molecular formula
C27H48O
Molecular weight
388.67

Names & synonyms

epidihydrocholesterinepi-CholestanolEpicholestanolPresteronEpidehydrocholesterin516-95-0alpha-CholestanolCholestan-3alpha-ol3alpha-Hydroxy-5alpha-cholestaneEpidihydrocholesterin [JAN](3-alpha,5-alpha)-Cholestan-3-olCholestan-3-alpha-ol
Show more names
α-Cholestanol5α-CHOLESTAN-3α-OLα-Cholestanol (7CI)5a-Cholestan-3a-ol-d55α(H)-Cholestan-3α-olCholestan-3-ol, (3α,5α)-
Cholestan-3-ol, (3alpha,5alpha)-Cholestan-3-ol, (3.alpha.,5.alpha.)-EINECS 208-228-4UNII-87MLH50B7QDihydrin (TN)87MLH50B7Q(3alpha,5alpha)-Cholestan-3-olCholestan-3.alpha.-ol

Database identifiers

CAS
516-95-0
PubChem CID
66066
DTXSID
DTXSID90883420
ChEMBL
CHEMBL2107718
ChEBI
CHEBI:31542
UNII
87MLH50B7Q
EC Number
104-195-4、208-228-4
Nikkaji
J14.274C

Properties

Computed structural properties

XLogP
9.4
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
5
Heavy atoms
28

Experimental & physicochemical properties

LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Melting Point113 - 114 °C
Physical DescriptionSolid

Physicochemical properties

Melting point
185 · 185-186°
alpha
20 · D20 +34° (c = 1.7 in chloroform)
Boiling point
454.32 °C · 454.32°C (rough estimate)
Density
0.9506 · 0.9506 (rough estimate)
refractive index
1.525 · 1.5250 (estimate)
solubility
Chloroform (Slightly)

Safety & regulation

Safety data

tsca
TSCA listed

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

General Manufacturing InformationCholestan-3-ol, (3.alpha.,5.alpha.)-: INACTIVE

Upstream & downstream products

Suppliers8 total

盐城通铭生物科技有限公司15195160625 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
武汉开诺医药科技有限公司18040571231/1402788087
济南尚博医药股份有限公司0531-61320525 15866703830 · [email protected]

Additional notes

DefinitionChEBI: A 5alpha-chloestane compound having a 3alpha-hydroxy substituent.

Related reactions

2 records
New reaction record

Linked notes

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