6-KETOCHOLESTANOL

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 Search

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

Molecular Formula	C27H46O2
Molecular Weight	402.6529
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12711454

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

Primary Target	Pharmacology	Condition	Potency
lipid membrane 1 Target ID: lipid membrane Sources: https://www.ncbi.nlm.nih.gov/pubmed/15814239	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Interaction of phloretin and 6-ketocholestanol with DPPC-liposomes as phospholipid model membranes.	2005-04-27	15814239
Influence of 6-ketocholestanol on skin permeation of 5-aminolevulinic acid and evaluation of chemical stability.	2004-11	15378565
6-Ketocholestanol is a recoupler for mitochondria, chromatophores and cytochrome oxidase proteoliposomes.	1997-01-16	9030261

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:17:50 GMT 2025` Edited by `admin` on `Mon Mar 31 18:17:50 GMT 2025`
Record UNII	2V12D4A742
Record Status	`Validated (UNII)`
Record Version

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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