U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O2
Molecular Weight 400.6371
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COLESTOLONE

SMILES

[H][C@@]1(CC(=O)C2=C3CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI

InChIKey=LINVVMHRTUSXHL-GGVPDPBRSA-N
InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)23-16-24(29)25-21-10-9-19-15-20(28)11-13-26(19,4)22(21)12-14-27(23,25)5/h17-20,22-23,28H,6-16H2,1-5H3/t18-,19+,20+,22+,23-,26+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula C27H44O2
Molecular Weight 400.6371
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Colestolone (5 alpha-cholest-8(14)-en-3 beta-ol-15-one) is an inhibitor of sterol biosynthesis. The compound reduces the level of 3-hydroxy-3-methylglutaryl coenzyme A reductive activity in cultured mammalian cells. In nonhuman primates, the compound decreases the levels of total serum cholesterol and low-density lipoprotein and increases the percentage of total cholesterol associated with high-density lipoprotein.

Approval Year

PubMed

PubMed

TitleDatePubMed
Lipid microarrays identify key mediators of autoimmune brain inflammation.
2006 Jan
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:16:21 GMT 2023
Edited
by admin
on Fri Dec 15 15:16:21 GMT 2023
Record UNII
5P8396T5XF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COLESTOLONE
INN   USAN  
USAN   INN  
Official Name English
3β-Hydroxy-5α-cholest-8(14)-en-15-one
Systematic Name English
CL 274,471
Code English
CHOLEST-8(14)-EN-15-ONE, 3-HYDROXY-, (3.BETA.,5.ALPHA.)-
Systematic Name English
colestolone [INN]
Common Name English
CL-274471
Code English
COLESTOLONE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
Code System Code Type Description
CHEBI
61829
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
NCI_THESAURUS
C81532
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
EVMPD
SUB06796MIG
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
WIKIPEDIA
Colestolone
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104586
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
EPA CompTox
DTXSID6046212
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
CAS
50673-97-7
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
INN
6245
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
SMS_ID
100000084244
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
FDA UNII
5P8396T5XF
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
PUBCHEM
10046567
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
USAN
Z-15
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY