27J

alpha-zearalanol

Created:	2013-09-05
Last modified:	2021-03-13

Find Related PDB Entry
2 entries where 27J is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	2
Bond Count	50
Aromatic Bond Count	6

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	alpha-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
Systematic Name (OpenEye OEToolkits)	(7R,11S)-11-methyl-7,15,17-tris(oxidanyl)-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
Formula	C₁₈ H₂₆ O₅
Molecular Weight	322.396
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C1OC(CCCC(O)CCCCCc2cc(O)cc(O)c12)C
SMILES	CACTVS	3.385	C[CH]1CCC[CH](O)CCCCCc2cc(O)cc(O)c2C(=O)O1
SMILES	OpenEye OEToolkits	1.7.6	CC1CCCC(CCCCCc2cc(cc(c2C(=O)O1)O)O)O
Canonical SMILES	CACTVS	3.385	C[C@H]1CCC[C@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1
Canonical SMILES	OpenEye OEToolkits	1.7.6	C[C@H]1CCC[C@@H](CCCCCc2cc(cc(c2C(=O)O1)O)O)O
InChI	InChI	1.03	InChI=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
InChIKey	InChI	1.03	DWTTZBARDOXEAM-GXTWGEPZSA-N

Drug Info: DrugBank

DrugBank ID	DB11478
Name	Zeranol
Groups	experimental vet_approved
Description	Zeranol 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	alpha-Zeranol Zeranolum α-zeranol Zeranol
Categories	Benzene Derivatives Estrogens Estrogens, Non-Steroidal Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Lactones Phenols Resorcinols Zearalenone
CAS number	26538-44-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Estrogen receptor alpha	MTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...	unknown
Sex hormone-binding globulin	MESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...	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