FComEx: Cortexolone (PC000452)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:47 UTC

Update date

2017-01-19 02:36:24 UTC

FoodComEx ID

PC000452

FoodDB Record

FDB021872

Chemical Information

Name

Cortexolone

Description

Cortexolone is the precursor of cortisol. Accumulation of Cortexolone can happen in a defect known as congenital adrenal hyperplasia, which is due to 11-beta-hydroxylase deficiency, resulting in androgen excess, virilization, and hypertension. (PMID: 2022736) A 17-hydroxycorticosteroid with glucocorticoid and anti-inflammatory activities. (PubChem) [HMDB]

CAS Number

152-58-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
11-deoxy-17-hydroxy-Corticosterone	hmdb
11-Deoxy-17-hydroxycorticosterone	hmdb
11-deoxy-Cortisol	hmdb
11-Deoxycortisol	hmdb
11-Deoxyhydrocortisone	hmdb
11-Desoxy-17-hydroxycorticosterone	hmdb
11-Desoxycortisol	hmdb
11-Desoxyhydrocortisone	hmdb
11-dioxy-Cortisol	hmdb
11-Dioxycortisol	hmdb
17-Hydroxy-11-deoxycorticosterone	hmdb
17,21-Dihydroxy-4-pregnene-3,20-dione	hmdb
17,21-dihydroxypregn-4-ene-3,20-dione	hmdb
17,21-Dihydroxyprogesterone	hmdb
17alpha-Hydroxycortexone	hmdb
20-dione 17,21-Dihydroxypregn-4-ene-3	hmdb
4-Pregnene-17alpha,21-diol-3,20-dione	hmdb
Cortodoxone	hmdb
Reichstein S	hmdb
Reichstein's compound S	hmdb
Reichstein's substance S	hmdb

Chemical Formula

C21H30O4

IUPAC name

(2R,10R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

InChI Identifier

InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16?,17?,19+,20+,21+/m1/s1

InChI Key

WHBHBVVOGNECLV-HMGFGKNBSA-N

Isomeric SMILES

[H]C12CC[C@](O)(C(=O)CO)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

Average Molecular Weight

346.4605

Monoisotopic Molecular Weight

346.214409448

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents