1.0 2016-09-30 23:25:55 UTC 2020-05-07 14:45:06 UTC BMDB0006773 BMDB06773 11b-Hydroxyandrost-4-ene-3,17-dione 11b-Hydroxyandrost-4-ene-3,17-dione is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 11b-Hydroxyandrost-4-ene-3,17-dione participates in a number of enzymatic reactions, within cattle. In particular, 11b-Hydroxyandrost-4-ene-3,17-dione can be biosynthesized from androstenedione; which is mediated by the enzyme cytochrome P450 11B1. In addition, 11b-Hydroxyandrost-4-ene-3,17-dione can be converted into adrenosterone; which is catalyzed by the enzyme corticosteroid 11-beta-dehydrogenase isozyme 1. In cattle, 11b-hydroxyandrost-4-ene-3,17-dione is involved in the metabolic pathway called the androstenedione metabolism pathway. 11 beta-Hydroxyandrostenedione 11-Hydroxy-4-androstene-3,17-dione 11-Hydroxyandrostenedione, (11beta)-isomer 11-Hydroxyandrostenedione, (11alpha)-isomer 11-Hydroxyandrostenedione, (9beta,10alpha,11alpha)-isomer 11-Hydroxyandrostenedione, (9beta,10alpha,11beta)-isomer C19H26O3 302.414 302.188194697 (1S,2R,10S,11S,15S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione (1S,2R,10S,11S,15S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione [H][C@@]12CCC(=O)[C@@]1(C)CC([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15?,17+,18-,19-/m0/s1 WSCUHXPGYUMQEX-CRIVMUBDSA-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 11-hydroxysteroids 17-oxosteroids 3-oxo delta-4-steroids Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides Secondary alcohols 11-hydroxysteroid 17-oxosteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Aliphatic homopolycyclic compounds Solid logp 2.00 ALOGPS logs -3.57 ALOGPS logp 2.62 ChemAxon pka_strongest_acidic 14.88 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (1S,2R,10S,11S,15S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione ChemAxon average_mass 302.414 ChemAxon mono_mass 302.188194697 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C19H26O3 ChemAxon inchi InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15?,17+,18-,19-/m0/s1 ChemAxon inchikey WSCUHXPGYUMQEX-CRIVMUBDSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 85.2 ChemAxon polarizability 34.06 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 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::MsMs 1025726 Specdb::MsMs 1025727 Specdb::MsMs 1025728 Specdb::MsMs 1149251 Specdb::MsMs 1149252 Specdb::MsMs 1149253 Specdb::CMs 85170 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Milk Raw milk, by GC-TOF/MS Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. 29197344 108106 Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. 29197344