FComEx: 16alpha-Hydroxyestrone (PC000466)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:49 UTC

Update date

2017-01-19 02:36:25 UTC

FoodComEx ID

PC000466

FoodDB Record

FDB021959

Chemical Information

Name

16alpha-Hydroxyestrone

Description

Estrone (also oestrone) is an estrogenic hormone secreted by the ovary. Its molecular formula is C18H22O2. estrone has a melting point of 254.5 degrees Celsius. estrone is one of the three estrogens, which also include estriol and estradiol. estrone is the least prevalent of the three hormones, estradiol being prevalent almost always in a female body, estriol being prevalent primarily during pregnancy. estrone sulfate is relevant to health and disease due to its conversion to estrone sulfate, a long-lived derivative of estrone. estrone sulfate acts as a pool of estrone which can be converted as needed to the more active estradiol. [HMDB]

CAS Number

566-76-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
16 a OHE	Generator
16 alpha OHE	ChEBI
16 alpha-Hydroxyestrone	HMDB
16 α ohe	Generator
16-alpha-hydroxyestrone	hmdb
16a-Hydroxyestrone	hmdb
16α-hydroxyestrone	Generator
3,16a-Dihydroxy-1,3,5(10)-estratrien-17-one	hmdb
3,16a-Dihydroxy-estra-1,3,5(10)-trien-17-one	hmdb
3,16a-Dihydroxyestra-1,3,5(10)-trien-17-one	Generator
3,16alpha-Dihydroxy-1,3,5(10)-estratrien-17-one	ChEBI
3,16alpha-Dihydroxyestra-1,3,5(10)-trien-17-one	ChEBI
3,16α-dihydroxy-1,3,5(10)-estratrien-17-one	Generator
3,16α-dihydroxyestra-1,3,5(10)-trien-17-one	Generator
Estra-1,3,5(10)-triene-3,16a-diol-17-one	hmdb
Estra-1,3,5(10)-triene-3,16alpha-diol-17-one	ChEBI
Estra-1,3,5(10)-triene-3,16α-diol-17-one	Generator

Chemical Formula

C18H22O3

IUPAC name

(1S,10R,11S,13R,15S)-5,13-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

InChI Identifier

InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1

InChI Key

WPOCIZJTELRQMF-QFXBJFAPSA-N

Isomeric SMILES

[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3

Average Molecular Weight

286.3655

Monoisotopic Molecular Weight

286.15689457

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents