FComEx: 2-Hydroxyestradiol (PC000465)

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

PC000465

FoodDB Record

FDB021962

Chemical Information

Name

2-Hydroxyestradiol

Description

2-Hydroxyestradiol is generated from estradiol by a Cytochrome P450. 2-Hydroxyestradiol binds, with a low affinity, to estrogen receptors. It inhbits catechol-O-methyltransferase (COMT) activity. Inactivity of COMT blocks inactivation of catechol hormones and catecholamine neutransmitters. 2-Hydroxyestradiol is also reported to inhibit angiongensis and tumor cell growth (PMID: 9472688). [HMDB]

CAS Number

362-05-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(17b)-Estra-1,3, 5(10)-triene-2,3,17-triol	hmdb
(17b)-Estra-1,3,5(10)-triene-2,3,17-triol	Generator
(17beta)- Estra-1,3, 5 (10)-triene-2,3,17-triol	hmdb
(17beta)-Estra-1,3,5(10)-triene-2,3,17-triol	hmdb
(17β)-estra-1,3,5(10)-triene-2,3,17-triol	Generator
1,3,5(10)-estratriene-2,3,17Beta-triol	hmdb
17beta-2-Hydroxyestradiol	hmdb
2-hydroxy-17beta-estradiol	hmdb
2-hydroxy-estradiol	hmdb
2-Hydroxyestradiol	hmdb
2-Hydroxyestradiol-17b	Generator
2-Hydroxyestradiol-17beta	ChEBI
2-Hydroxyestradiol-17β	Generator
2-OH-e2	ChEBI
2-OH-Estradiol	hmdb
2,3,17b-Trihydroxyestra-1,3,5(10)-triene	hmdb
ECS	hmdb
Estra-1,3,5 (10)-triene-2,3,17.beta.-triol	hmdb
Estra-1,3,5(10)-triene-2,3,17-beta-triol	hmdb
estra-1,3,5(10)-triene-2,3,17-triol (ACD/Name 4.0)	hmdb
Estra-1,3,5(10)-triene-2,3,17b-triol	hmdb
estra-1,3,5(10)-triene-2,3,17beta-triol	hmdb

Chemical Formula

C18H24O3

IUPAC name

(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-4,5,14-triol

InChI Identifier

InChI=1S/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1

InChI Key

DILDHNKDVHLEQB-XSSYPUMDSA-N

Isomeric SMILES

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