FComEx: 2-Methoxyestradiol (PC001156)

Record Information

Version

1.0

Creation date

2018-05-02 11:45:16 UTC

Update date

2018-05-04 14:27:45 UTC

FoodComEx ID

PC001156

FoodDB Record

FDB022021

Chemical Information

Name

2-Methoxyestradiol

Description

2-Methoxyestradiol (2ME2) is a drug that prevents the formation of new blood vessels that tumors need in order to grow (angiogenesis). It is derived from estrogen, although it binds poorly to known estrogen receptors, and belongs to the family of drugs called angiogenesis inhibitors. It has undergone Phase 1 clinical trials against breast cancers. Preclinical models also suggest that 2ME2 could also be effective against inflammatory diseases such as rheumatoid arthritis. The CAS name for 2ME2 is (17 beta)-2-methoxyestra-1,3,5(10)-triene-3,17-diol. It also acts as a vasodilator. [HMDB]

CAS Number

362-07-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,3,5(10)-ESTRATRIEN-2,3,17-b-triol 2-methyl ether	Generator
1,3,5(10)-ESTRATRIEN-2,3,17-BETA-triol 2-methyl ether	ChEBI
1,3,5(10)-ESTRATRIEN-2,3,17-β-triol 2-methyl ether	Generator
2-Hydroxyestradol 2-methyl ether	ChEBI
2-Methoxyestradiol	hmdb
2-Methoxyestradiol-17b	Generator
2-Methoxyestradiol-17beta	ChEBI
2-Methoxyestradiol-17β	Generator
Panzem	ChEBI

Chemical Formula

C19H26O3

IUPAC name

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

InChI Identifier

InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1

InChI Key

CQOQDQWUFQDJMK-SSTWWWIQSA-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(OC)=C3

Average Molecular Weight

302.4079

Monoisotopic Molecular Weight

302.188194698

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