FComEx: 16beta-Hydroxyestradiol (PC000345)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:04 UTC

Update date

2017-01-19 02:36:20 UTC

FoodComEx ID

PC000345

FoodDB Record

FDB021970

Chemical Information

Name

16beta-Hydroxyestradiol

Description

A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. [HMDB]

CAS Number

547-81-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
16-epi-Estriol	hmdb
16-Epiestratriol	hmdb
16-Epiestriol	hmdb
16b-Hydroxyestradiol	hmdb
16b,17b-Estriol	hmdb
Actriol	hmdb
Epiestriol	hmdb
Estra-1,3,5(10)-triene-3,16b,17-triol	hmdb
Estra-1,3,5(10)-triene-3,16b,17b-triol	hmdb

Chemical Formula

C18H24O3

IUPAC name

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

InChI Identifier

InChI=1S/C18H24O3/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/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,17+,18+/m1/s1

InChI Key

PROQIPRRNZUXQM-ZMSHIADSSA-N

Isomeric SMILES

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

Average Molecular Weight

288.3814

Monoisotopic Molecular Weight

288.172544634

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