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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H46O2
Molecular Weight 402.6529
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6-KETOCHOLESTANOL

SMILES

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=JQMQKOQOLPGBBE-ZNCJEFCDSA-N
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,26-,27-/m1/s1

HIDE SMILES / InChI
6-ketocholestanol (5 alpha-Cholestan-3 beta-ol-6-one), a compound increases the membrane dipole potential, it was shown that 6-ketocholestanol was incorporated into unilamellar liposomes and was used as a skin pre-treatment. There was a positive effect of 6-ketocholestanol on the sodium-fluorescein diffusion in all skin types.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Interaction of phloretin and 6-ketocholestanol with DPPC-liposomes as phospholipid model membranes.
2005-04-27
Influence of 6-ketocholestanol on skin permeation of 5-aminolevulinic acid and evaluation of chemical stability.
2004-11
6-Ketocholestanol is a recoupler for mitochondria, chromatophores and cytochrome oxidase proteoliposomes.
1997-01-16

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: In planar bilayer phospholipid membrane (BLMs) 6-ketocholestanol not only fails to reverse the effect of SF6847, but even enhances the conductivity increase caused by this uncoupler.
Unknown
Name Type Language
6-KETOCHOLESTANOL
Systematic Name English
NSC-178278
Preferred Name English
6-OXOCHOLESTANOL
Systematic Name English
CHOLESTAN-6-ONE, 3-HYDROXY-, (3.BETA.,5.ALPHA.)-
Systematic Name English
5.ALPHA.-CHOLESTAN-3.BETA.-OL-6-ONE
Common Name English
3.BETA.-HYDROXY-5.ALPHA.-CHOLESTAN-6-ONE
Systematic Name English
5.ALPHA.-CHOLESTAN-6-ONE, 3.BETA.-HYDROXY-
Systematic Name English
Code System Code Type Description
PUBCHEM
102008
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY
FDA UNII
2V12D4A742
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY
NSC
178278
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID10922441
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-640-5
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY
MESH
C063833
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY
CAS
1175-06-0
Created by admin on Mon Mar 31 18:17:50 GMT 2025 , Edited by admin on Mon Mar 31 18:17:50 GMT 2025
PRIMARY