1.0 2016-09-30 23:09:51 UTC 2020-04-22 15:13:55 UTC BMDB0004626 BMDB04626 Tetrahydrogestrinone (17a)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-3-one THG Tetrahydrogestrinone 17-HYDROXY-18a-homo-19-nor-17a-pregna-4,9,11-trien-3-one 17-HYDROXY-18a-homo-19-nor-17α-pregna-4,9,11-trien-3-one C21H28O2 312.4458 312.20893014 (10S,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6,16-trien-5-one tetrahydrogestrinone 618903-56-3 [H][C@@]12CC[C@@](O)(CC)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H] InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h9,11,13,18-19,23H,3-8,10,12H2,1-2H3/t18-,19+,20+,21+/m1/s1 OXHNQTSIKGHVBH-ANULTFPQSA-N belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Estrane steroids Estrogens and derivatives 17-hydroxysteroids 3-oxosteroids Cyclic alcohols and derivatives Cyclohexenones Hydrocarbon derivatives Organic oxides Tertiary alcohols 17-hydroxysteroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Estrogen-skeleton Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Tertiary alcohol Aliphatic homopolycyclic compounds Solid logp 3.95 ALOGPS logs -4.20 ALOGPS logp 3.5 ChemAxon pka_strongest_acidic 18.9 ChemAxon pka_strongest_basic -0.14 ChemAxon iupac (10S,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6,16-trien-5-one ChemAxon average_mass 312.4458 ChemAxon mono_mass 312.20893014 ChemAxon smiles [H][C@@]12CC[C@@](O)(CC)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H] ChemAxon formula C21H28O2 ChemAxon inchi InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h9,11,13,18-19,23H,3-8,10,12H2,1-2H3/t18-,19+,20+,21+/m1/s1 ChemAxon inchikey OXHNQTSIKGHVBH-ANULTFPQSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 95.42 ChemAxon polarizability 37.02 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 18060 Specdb::CMs 38772 Specdb::CMs 151617 Specdb::MsMs 245271 Specdb::MsMs 245272 Specdb::MsMs 245273 Specdb::MsMs 265218 Specdb::MsMs 265219 Specdb::MsMs 265220 Specdb::MsMs 3045040 Specdb::MsMs 3045041 Specdb::MsMs 3045042 Specdb::MsMs 3094600 Specdb::MsMs 3094601 Specdb::MsMs 3094602 FDB023385 DB06870 6857686 5257020 17H Tetrahydrogestrinone Labrie, Fernand; Luu-The, Van; Calvo, Ezequiel; Martel, Celine; Cloutier, Julie; Gauthier, Sylvain; Belleau, Pascal; Morissette, Jean; Levesque, Marie-Helene; Labrie, Claude. Tetrahydrogestrinone induces a genomic signature typical of a potent anabolic steroid. J Endocrinol. 2005 Feb;184(2):427-33. Pubmed: 15684350