FFA

(10ALPHA,13ALPHA,14BETA,17ALPHA)-17-HYDROXYANDROST-4-EN-3-ONE

Created:	2006-10-16
Last modified:	2021-03-01

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3 entries where FFA is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	6
Bond Count	52
Aromatic Bond Count	0

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Chemical Component Summary
Name	(10ALPHA,13ALPHA,14BETA,17ALPHA)-17-HYDROXYANDROST-4-EN-3-ONE
Synonyms	EPI-TESTOSTERONE
Systematic Name (OpenEye OEToolkits)	(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Formula	C₁₉ H₂₈ O₂
Molecular Weight	288.424
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C4C=C3C(C2CCC1(C(CCC1O)C2CC3)C)(C)CC4
SMILES	CACTVS	3.341	C[C]12CC[CH]3[CH](CCC4=CC(=O)CC[C]34C)[CH]1CC[CH]2O
SMILES	OpenEye OEToolkits	1.5.0	CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C
Canonical SMILES	CACTVS	3.341	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@H]2O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2O)CCC4=CC(=O)CC[C@]34C
InChI	InChI	1.03	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17+,18-,19-/m0/s1
InChIKey	InChI	1.03	MUMGGOZAMZWBJJ-KZYORJDKSA-N

Drug Info: DrugBank

DrugBank ID	DB07768
Name	Epitestosterone
Groups	experimental
Description	Epitestosterone is the 17-alpha isomer of testosterone, derived from pregnenolone via the delta5-steroid pathway, and via 5-androstene-3-beta,17-alpha-diol. Epitestosterone acts as an antiandrogen in various target tissues. The ratio between testosterone/epitestosterone is used to monitor anabolic drug abuse.
Synonyms	17-alpha-Hydroxyandrost-4-en-3-one 17-alpha-Testosterone Epitestosterone cis-Testosterone 17-Epitestosterone 17alpha-cis-Testosterone (17-alpha)-17-Hydroxyandrost-4-en-3-one Isotestosterone
Categories	Androstanes Androstenes Androstenols Fused-Ring Compounds Gonadal Hormones Gonadal Steroid Hormones Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Steroids Testosterone Congeners
CAS number	481-30-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Aldo-keto reductase family 1 member C1	MDSKYQCVKLNDGHFMPVLGFGTYAPAEVPKSKALEATKLAIEAGFRHID...	unknown
Aldo-keto reductase family 1 member C2	MDSKYQCVKLNDGHFMPVLGFGTYAPAEVPKSKALEAVKLAIEAGFHHID...	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