1.02011-04-11 17:01:39 UTC2019-11-26 03:20:53 UTCFDB021807AndrostenedioneA 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-dione17-Ketotestosterone3,17-Dioxoandrost-4-ene4-Androsten-3,17-dione4-ANDROSTENE-3-17-dione4-Androstene-3,17-dione4-AndrostenedioneAndrost-4-ene-3,17-dioneAndrostendioneD4-Androstene-3,17-dioneDelta(4)-Androsten-3,17-dioneDelta(4)-Androstene-3,17-dioneDelta4-AndrostenedioneFecundinδ(4)-androsten-3,17-dioneδ(4)-androstene-3,17-dioneC19H26O2286.4085286.1932800762,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione63-05-8CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2=OInChI=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,3-10H2,1-2H3AEMFNILZOJDQLW-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 derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesAndrostane steroidsAliphatic homopolycyclic compounds17-oxosteroids3-oxo delta-4-steroidsCyclohexenonesDelta-4-steroidsHydrocarbon derivativesOrganic oxides17-oxosteroid3-oxo-delta-4-steroid3-oxosteroidAliphatic homopolycyclic compoundAndrogen-skeletonCarbonyl groupCyclic ketoneCyclohexenoneDelta-4-steroidHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroida 3-oxo-Δ<SUP>4</SUP>-steroidSolidlogp2.93logs-4.03solubility2.70e-02 g/llogp3.93pka_strongest_acidic19.03pka_strongest_basic-4.8iupac2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dioneaverage_mass286.4085mono_mass286.193280076smilesCC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2=OformulaC19H26O2inchiInChI=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,3-10H2,1-2H3inchikeyAEMFNILZOJDQLW-UHFFFAOYSA-Npolar_surface_area34.14refractivity83.61polarizability33.2rotatable_bond_count0acceptor_count2donor_count0physiological_charge0formal_charge0Androgen and Estrogen MetabolismSMP00068map00150Specdb::CMs113040Specdb::CMs126685Specdb::MsMs2257484Specdb::MsMs3413087Specdb::MsMs3413088Specdb::MsMs3413089Specdb::MsMs3413090Specdb::MsMs3413091Specdb::MsMs3413092HMDB00053ASD#<Reference:0x0000555674563220>#<Reference:0x0000555674563018>#<Reference:0x0000555674562dc0>#<Reference:0x0000555674562b40>#<Reference:0x0000555674562938>#<Reference:0x0000555674562780>#<Reference:0x00005556745625a0>#<Reference:0x00005556745622a8>#<Reference:0x0000555674562078>#<Reference:0x0000555674561ce0>#<Reference:0x0000555674561b28>#<Reference:0x0000555674561948>#<Reference:0x0000555674561718>#<Reference:0x0000555674561560>#<Reference:0x0000555674561380>#<Reference:0x0000555674561150>#<Reference:0x0000555674560f98>#<Reference:0x0000555674560db8>#<Reference:0x0000555674560b88>Milk (Cow)Type 2specific0.0019480.003260.00101uM3-oxo-5-alpha-steroid 4-dehydrogenase 1P18405SRD5A13-oxo-5-alpha-steroid 4-dehydrogenase 2P31213SRD5A23-oxo-5-beta-steroid 4-dehydrogenaseP51857AKR1D1Androgen receptorP10275ARCytochrome P450 2D6Q6NWU0CYP2D6Cytochrome P450, family 1, subfamily A, polypeptide 1A0N0X8CYP1A1Cytochrome P450, family 17, subfamily A, polypeptide 1Q1HB44CYP17A1LeptinP41159LEPPolyprenol reductaseQ9H8P0SRD5A3Testosterone 17-beta-dehydrogenase 3P37058HSD17B3