FComEx: Androstenedione (PC000302)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:45 UTC

Update date

2017-01-19 02:36:19 UTC

FoodComEx ID

PC000302

FoodDB Record

FDB021807

Chemical Information

Name

Androstenedione

Description

A delta-4 19-carbon steroid that is produced not only in the testis, but also in the ovary and the adrenal cortex. Depending on the tissue type, androstenedione can serve as a precursor to testosterone as well as estrone and estradiol. It is the common precursor of male and female sex hormones. Some androstenedione is also secreted into the plasma, and may be converted in peripheral tissues to testosterone and estrogens. Androstenedione originates either from the conversion of dehydroepiandrosterone or from 17-hydroxyprogesterone. It is further converted to either testosterone or estrone. The production of adrenal androstenedione is governed by ACTH, while production of gonadal androstenedione is under control by gonadotropins. [HMDB]

CAS Number

63-05-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(4)-Androsten-3,17-dione	HMDB
[4-14C]-Androstenedione	HMDB
[4-14C]Androst-4-ene-3,17-dione	HMDB
17-Ketotestosterone	HMDB
3,17-Dioxoandrost-4-ene	HMDB
4-Androsten-3,17-dione	HMDB
4-ANDROSTENE-3-17-dione	ChEBI
4-Androstene-3,17-dione	ChEBI
4-Androstenedione	HMDB
Androst-4-ene-3,17-dione	ChEBI
Androstendione	HMDB
D4-Androstene-3,17-dione	HMDB
Delta(4)-Androsten-3,17-dione	ChEBI
Delta(4)-Androstene-3,17-dione	ChEBI
Delta4-Androstenedione	HMDB
Fecundin	HMDB
δ(4)-androsten-3,17-dione	Generator
δ(4)-androstene-3,17-dione	Generator

Chemical Formula

C19H26O2

IUPAC name

2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione

InChI Identifier

InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3

InChI Key

AEMFNILZOJDQLW-UHFFFAOYSA-N

Isomeric SMILES

CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2=O

Average Molecular Weight

286.4085

Monoisotopic Molecular Weight

286.193280076

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents