ESM

1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-METHYL ETHER

Created:	2002-04-25
Last modified:	2020-06-05

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1 entries where ESM is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	48
Chiral Atom Count	5
Bond Count	51
Aromatic Bond Count	6

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Chemical Component Summary
Name	1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-METHYL ETHER
Synonyms	2-METHOXYESTRADIOL
Systematic Name (OpenEye OEToolkits)	(8R,9S,13S,14S,17S)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
Formula	C₁₉ H₂₆ O₃
Molecular Weight	302.408
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Oc1cc4c(cc1OC)C3CCC2(C(CCC2O)C3CC4)C
SMILES	CACTVS	3.341	COc1cc2[CH]3CC[C]4(C)[CH](O)CC[CH]4[CH]3CCc2cc1O
SMILES	OpenEye OEToolkits	1.5.0	CC12CCC3c4cc(c(cc4CCC3C1CCC2O)O)OC
Canonical SMILES	CACTVS	3.341	COc1cc2[C@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@@H]3CCc2cc1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@]12CC[C@@H]3c4cc(c(cc4CC[C@H]3[C@@H]1CC[C@@H]2O)O)OC
InChI	InChI	1.03	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
InChIKey	InChI	1.03	CQOQDQWUFQDJMK-SSTWWWIQSA-N

Drug Info: DrugBank

DrugBank ID	DB02342
Name	2-Methoxyestradiol
Groups	investigational
Description	2-Methoxyestradiol (2ME2) is a drug that prevents the formation of new blood vessels that tumors need in order to grow (angiogenesis). It has undergone Phase 1 clinical trials against breast cancers and preclinical studies suggest that 2ME2 could also be effective against inflammatory diseases such as rheumatoid arthritis.
Synonyms	2-Methoxyestradiol 2-ME2 2ME2 2-Hydroxyestradol 2-methyl ether 2-methoxy-17β-estradiol 2-Methoxyestradiol-17beta 2-Hydroxyestradiol 2-methyl ether
Indication	For the treatment of breast cancer and inflammatory diseases such as rheumatoid arthritis.
Categories	Antimitotic Agents Antineoplastic Agents Estradiol Congeners Estranes Estrenes Fused-Ring Compounds Gonadal Hormones Gonadal Steroid Hormones Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Mitosis Modulators Steroids Tubulin Modulators
CAS number	362-07-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Hypoxia-inducible factor 1-alpha	MEGAGGANDKKKISSERRKEKSRDAARSRRSKESEVFYELAHQLPLPHNV...	unknown	modulator
Catechol O-methyltransferase	MPEAPPLLLAAVLLGLVLLVVLLLLLRHWGWGLCLIGWNEFILQPIHNLL...	unknown
Cytochrome P450 1A1	MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIG...	unknown
Cytochrome P450 1B1	MGTSLSPNDPWPLNPLSIQQTTLLLLLSVLATVHVGQRLLRQRRRQLRSA...	unknown
Aromatase	MVLEMLNPIHYNITSIVPEAMPAATMPVLLLTGLFLLVWNYEGTSSIPGP...	unknown
Sex hormone-binding globulin	MESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682