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
Inhibitors of sterol synthesis. Studies of the metabolism of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one in Chinese hamster ovary cells and its effects on activities of early enzymes in cholesterol biosynthesis.
1988 Oct
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