CHEBI:6784 - mestranol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name mestranol
ChEBI ID CHEBI:6784
Definition A terminal acetylenic compound that is (17α)-17-ethynylestra-1(10),2,4-triene substituted by a methoxy group at position 3 and a hydroxy group at position 17.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C21H26O2
Net Charge 0
Average Mass 310.42994
Monoisotopic Mass 310.19328
InChI InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
InChIKey IMSSROKUHAOUJS-MJCUULBUSA-N
SMILES [H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc1cc(OC)ccc21
Roles Classification
Biological Role(s): xenoestrogen
A synthetic or semi-synthetic compound that has oestrogenic activity.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
xenoestrogen
A synthetic or semi-synthetic compound that has oestrogenic activity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing mestranol (CHEBI:6784) has functional parent 17β-estradiol (CHEBI:16469)
mestranol (CHEBI:6784) has role prodrug (CHEBI:50266)
mestranol (CHEBI:6784) has role xenoestrogen (CHEBI:76988)
mestranol (CHEBI:6784) is a 17β-hydroxy steroid (CHEBI:35343)
mestranol (CHEBI:6784) is a aromatic ether (CHEBI:35618)
mestranol (CHEBI:6784) is a terminal acetylenic compound (CHEBI:73477)
IUPAC Name
17-ethynyl-3-methoxyestra-1(10),2,4-trien-17β-ol
INNs Sources
mestranol KEGG DRUG
mestranolum ChemIDplus
Synonyms Sources
(+)-17α-Ethynyl-17β-hydroxy-3-methoxy-1,3,5(10)-estratriene NIST Chemistry WebBook
(+)-17α-Ethynyl-17β-hydroxy-3-methoxy-1,3,5(10)-oestratriene NIST Chemistry WebBook
17-ethynyl-3-methoxyoestra-1(10),2,4-trien-17β-ol ChEBI
3-Methoxy-17α-ethynylestradiol NIST Chemistry WebBook
3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17β-ol NIST Chemistry WebBook
Ethynylestradiol 3-methyl ether NIST Chemistry WebBook
Mestranol KEGG COMPOUND
Manual Xrefs Databases
1714 DrugCentral
C07618 KEGG COMPOUND
D00575 KEGG DRUG
DB01357 DrugBank
HMDB0015446 HMDB
LSM-2693 LINCS
Mestranol Wikipedia
US2666769 Patent
View more database links
Registry Numbers Types Sources
2625905 Reaxys Registry Number Reaxys
2625905 Beilstein Registry Number Beilstein
72-33-3 CAS Registry Number KEGG COMPOUND
72-33-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12139060 PubMed citation Europe PMC
16414683 PubMed citation Europe PMC
Last Modified
22 February 2017