27J

alpha-zearalanol


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Chemical Component Summary

Namealpha-zearalanol
Synonyms(3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one
Identifiers(7R,11S)-11-methyl-7,15,17-tris(oxidanyl)-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
FormulaC18 H26 O5
Molecular Weight322.396
TypeNON-POLYMER
Isomeric SMILESC[C@H]1CCC[C@@H](CCCCCc2cc(cc(c2C(=O)O1)O)O)O
InChIInChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14+/m0/s1
InChIKeyDWTTZBARDOXEAM-GXTWGEPZSA-N

Chemical Details

Formal Charge0
Atom Count49
Chiral Atom Count2
Bond Count50
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB11478 
NameZeranol
Groups
  • vet_approved
  • experimental
DescriptionZeranol is a non-steroidal estrogen agonist. It is a mycotoxin, derived from fungi in the Fusarium family, and may be found as a contaminant in fungus-infected crops. It is 3-4x more potent as an estrogen agonist than the related compound zearalenone.
Synonyms
  • α-zeranol
  • Zeranol
  • Zeranolum
  • alpha-Zeranol
Categories
  • Benzene Derivatives
  • Estrogens
  • Estrogens, Non-Steroidal
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
CAS number26538-44-3

Drug Targets

NameTarget SequencePharmacological ActionActions
Estrogen receptor alphaMTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...unknown
Sex hormone-binding globulinMESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...unknown
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

Related Resource References

Resource NameReference
Pharos CHEMBL450613
PubChem 2999413
ChEMBL CHEMBL450613
ChEBI CHEBI:35064
CCDC/CSD SECCEK
COD 2236196