CHOLESTERONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H44O
Molecular Weight	384.6377
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
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]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=NYOXRYYXRWJDKP-GYKMGIIDSA-N

InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H44O
Molecular Weight	384.6377
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
TGF-beta signaling pathway 8 Target ID: map04350 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27401208	Inhibitor 8504
3beta-hydroxy-Delta5-steroid dehydrogenase, rat 1 Target ID: 3beta-hydroxy-Delta5-steroid dehydrogenase, rat Sources: https://www.ncbi.nlm.nih.gov/pubmed/6333334	Inhibitor 8504

PubMed

Title	Date	PubMed
Cholest-4-en-3-one attenuates TGF-β responsiveness by inducing TGF-β receptors degradation in Mv1Lu cells and colorectal adenocarcinoma cells.	2017-04	27401208
4-cholesten-3-one suppresses lung adenocarcinoma metastasis by regulating translocation of HMGB1, HIF1α and Caveolin-1.	2016-09-22	27899819
Alzheimer disease beta-amyloid activity mimics cholesterol oxidase.	2005-09	16127459

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:23:21 GMT 2025` Edited by `admin` on `Mon Mar 31 23:23:21 GMT 2025`
Record UNII	7T94NHD99C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHOLESTERONE

Common Name

English

NSC-134926

Preferred Name

English

.DELTA.4-CHOLESTENONE

Common Name

English

(17.BETA.)-17-OCTYLANDROST-4-EN-3-ONE

Systematic Name

English

4-CHOLESTENONE

Systematic Name

English

(+)-4-CHOLESTEN-3-ONE

Systematic Name

English

3-OXOCHOLEST-4-ENE

Systematic Name

English

CHOLEST-4-EN-3-ONE

Systematic Name

English

NSC-63000

Code

English

4-CHOLESTEN-3-ONE

Systematic Name

English

.DELTA.4-CHOLESTEN-3-ONE

Systematic Name

English

Code System Code Type Description

CHEBI

63906