1.0 2011-04-11 17:01:39 UTC 2025-11-19 02:39:44 UTC FDB021807 Androstenedione A delta-4 19-carbon steroid that is produced not only in the testis, but also in the ovary and the adrenal cortex. Depending on the tissue type, androstenedione can serve as a precursor to testosterone as well as estrone and estradiol. It is the common precursor of male and female sex hormones. Some androstenedione is also secreted into the plasma, and may be converted in peripheral tissues to testosterone and estrogens. Androstenedione originates either from the conversion of dehydroepiandrosterone or from 17-hydroxyprogesterone. It is further converted to either testosterone or estrone. The production of adrenal androstenedione is governed by ACTH, while production of gonadal androstenedione is under control by gonadotropins. [HMDB] (4)-Androsten-3,17-dione [4-14C]-Androstenedione [4-14C]Androst-4-ene-3,17-dione 17-Ketotestosterone 3,17-Dioxoandrost-4-ene 4-Androsten-3,17-dione 4-ANDROSTENE-3-17-dione 4-Androstene-3,17-dione 4-Androstenedione Androst-4-ene-3,17-dione Androstendione D4-Androstene-3,17-dione Delta(4)-Androsten-3,17-dione Delta(4)-Androstene-3,17-dione Delta4-Androstenedione Fecundin δ(4)-androsten-3,17-dione δ(4)-androstene-3,17-dione C19H26O2 286.4085 286.193280076 2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione 2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione 63-05-8 CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2=O InChI=1S/C19H26O2/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/h11,14-16H,3-10H2,1-2H3 AEMFNILZOJDQLW-UHFFFAOYSA-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. Androgens and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Aliphatic homopolycyclic compounds 17-oxosteroids 3-oxo delta-4-steroids Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides 17-oxosteroid 3-oxo-delta-4-steroid 3-oxosteroid Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid a 3-oxo-Δ<SUP>4</SUP>-steroid Solid logp 2.93 ALOGPS logs -4.03 ALOGPS solubility 2.70e-02 g/l ALOGPS logp 3.93 ChemAxon pka_strongest_acidic 19.03 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione ChemAxon average_mass 286.4085 ChemAxon mono_mass 286.193280076 ChemAxon smiles CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2=O ChemAxon formula C19H26O2 ChemAxon inchi InChI=1S/C19H26O2/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/h11,14-16H,3-10H2,1-2H3 ChemAxon inchikey AEMFNILZOJDQLW-UHFFFAOYSA-N ChemAxon polar_surface_area 34.14 ChemAxon refractivity 83.61 ChemAxon polarizability 33.2 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Androgen and Estrogen Metabolism SMP00068 map00150 Specdb::MsMs 2257484 Specdb::MsMs 3413087 Specdb::MsMs 3413088 Specdb::MsMs 3413089 Specdb::MsMs 3413090 Specdb::MsMs 3413091 Specdb::MsMs 3413092 Specdb::CMs 113040 Specdb::CMs 126685 HMDB00053 ASD #<Reference:0x000055ce330dd610> #<Reference:0x000055ce330dd458> #<Reference:0x000055ce330dd278> #<Reference:0x000055ce330dd098> #<Reference:0x000055ce330dce90> #<Reference:0x000055ce330dcc88> #<Reference:0x000055ce330dcad0> #<Reference:0x000055ce330dc828> #<Reference:0x000055ce330dc580> #<Reference:0x000055ce330dc2d8> #<Reference:0x000055ce330dc120> #<Reference:0x000055ce330dbf40> #<Reference:0x000055ce330dbd88> #<Reference:0x000055ce330dbbd0> #<Reference:0x000055ce330db978> #<Reference:0x000055ce330db748> #<Reference:0x000055ce330db4c8> #<Reference:0x000055ce330db270> #<Reference:0x000055ce330db040> Milk (Cow) Type 2 specific 0.001948 0.00326 0.00101 uM 3-oxo-5-alpha-steroid 4-dehydrogenase 1 P18405 SRD5A1 3-oxo-5-alpha-steroid 4-dehydrogenase 2 P31213 SRD5A2 3-oxo-5-beta-steroid 4-dehydrogenase P51857 AKR1D1 Androgen receptor P10275 AR Cytochrome P450 2D6 Q6NWU0 CYP2D6 Cytochrome P450, family 1, subfamily A, polypeptide 1 A0N0X8 CYP1A1 Cytochrome P450, family 17, subfamily A, polypeptide 1 Q1HB44 CYP17A1 Leptin P41159 LEP Polyprenol reductase Q9H8P0 SRD5A3 Testosterone 17-beta-dehydrogenase 3 P37058 HSD17B3