1.0 2016-09-30 23:06:04 UTC 2020-04-22 15:12:44 UTC BMDB0003769 BMDB03769 Etiocholanedione Etiocholanedione , also known as Etiocholanedione or etiocholanedione, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, etiocholanedione is considered to be a steroid lipid molecule. Etiocholanedione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Etiocholanedione exists in all living organisms, ranging from bacteria to humans. Etiocholanedione participates in a number of enzymatic reactions, within cattle. In particular, Etiocholanedione can be biosynthesized from androstenedione through its interaction with the enzyme 3-oxo-5-beta-steroid 4-dehydrogenase. In addition, Etiocholanedione can be converted into etiocholanolone; which is catalyzed by the enzyme aldo-keto reductase family 1 member C4. In cattle, etiocholanedione is involved in the metabolic pathway called the androstenedione metabolism pathway. Etiocholane-3,17-dione Etiocholanedione (5b)-Androstane-3,17-dione 5b-Androstane-3,17-dione 5b-Androstanedione 5beta-Androstane-3,17-dione Etiochola-3,17-dione C19H28O2 288.4244 288.20893014 (1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-dione 5-β-androstane-3,17-dione 1229-12-5 [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C 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/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1 RAJWOBJTTGJROA-QJISAEMRSA-N belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Androgens and derivatives 17-oxosteroids 3-oxo-5-beta-steroids Cyclic ketones Hydrocarbon derivatives Organic oxides 17-oxosteroid 3-oxo-5-beta-steroid 3-oxosteroid Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic ketone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Aliphatic homopolycyclic compounds Androstane and derivatives C19 steroids (androgens) and derivatives C19 steroids (androgens) and derivatives androstane-3,17-dione Solid logp 3.64 logp 3.40 ALOGPS logs -4.59 ALOGPS logp 3.97 ChemAxon pka_strongest_acidic 19.78 ChemAxon pka_strongest_basic -7.1 ChemAxon iupac (1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-dione ChemAxon average_mass 288.4244 ChemAxon mono_mass 288.20893014 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C ChemAxon formula C19H28O2 ChemAxon inchi 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/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1 ChemAxon inchikey RAJWOBJTTGJROA-QJISAEMRSA-N ChemAxon polar_surface_area 34.14 ChemAxon refractivity 82.78 ChemAxon polarizability 33.79 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 0 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 Androstenedione Metabolism SMP0087271 Specdb::CMs 19594 Specdb::CMs 29860 Specdb::CMs 31921 Specdb::CMs 99826 Specdb::CMs 99827 Specdb::CMs 153131 Specdb::MsMs 23117 Specdb::MsMs 23118 Specdb::MsMs 23119 Specdb::MsMs 29915 Specdb::MsMs 29916 Specdb::MsMs 29917 Specdb::MsMs 2456004 Specdb::MsMs 2456005 Specdb::MsMs 2456006 Specdb::MsMs 2478856 Specdb::MsMs 2478857 Specdb::MsMs 2478858 C03772 389114 440114 DB07375 FDB023225 5-BETA-ANDROSTANE-317-DIONE Etiocholanedione 16985