1.0 2016-09-30 22:28:27 UTC 2020-05-11 20:57:30 UTC BMDB0000315 BMDB00315 16-a-Hydroxypregnenolone (3beta,16alpha)-3,16-Dihydroxypregn-5-en-20-one 16-alpha-Hydroxypregnenolone (3b,16a)-3,16-Dihydroxypregn-5-en-20-one (3Β,16α)-3,16-dihydroxypregn-5-en-20-one 16-Α-hydroxypregnenolone 16 alpha-Hydroxypregnenolone 16-a-Hydroxy-pregnenolone 16-alpha-Hydroxy-pregnenolone 16alpha-Hydroxypregnenolone 3b,16a-Dihydroxypreg-5-en-20-one 3b,16a-Dihydroxypregn-5-en-20-one 3b,16a-Dihydroxypregnen-5-en-20-one 5-Pregnene-3b,16a-diol-20-one Pregn-5-en-3b,16a-diol-20-one 3 alpha,16 alpha-Dihydroxypregn-5-en-20-one 3 beta,16 alpha-Dihydroxypregn-5-en-20-one 3 beta,16 beta-Dihydroxypregn-5-en-20-one 16a-Hydroxypregnenolone 16Α-hydroxypregnenolone 16-a-Hydroxypregnenolone C21H32O3 332.477 332.23514489 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethanone 520-88-7 [H][C@@]12C[C@@H](O)[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,23-24H,5-11H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-/m0/s1 ZAKJZPQDUPCXSD-YRWKUUEZSA-N belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Gluco/mineralocorticoids, progestogins and derivatives 16-alpha-hydroxysteroids 20-oxosteroids 3-beta-hydroxy delta-5-steroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols 16-alpha-hydroxysteroid 16-hydroxysteroid 20-oxosteroid 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Progestogin-skeleton Secondary alcohol Aliphatic homopolycyclic compounds 16alpha-hydroxy steroid 3beta-hydroxy steroid C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives hydroxypregnenolone Solid logp 2.79 ALOGPS logs -3.76 ALOGPS logp 2.35 ChemAxon pka_strongest_acidic 14.75 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one ChemAxon average_mass 332.477 ChemAxon mono_mass 332.23514489 ChemAxon smiles [H][C@@]12C[C@@H](O)[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C ChemAxon formula C21H32O3 ChemAxon inchi InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,23-24H,5-11H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-/m0/s1 ChemAxon inchikey ZAKJZPQDUPCXSD-YRWKUUEZSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 95.27 ChemAxon polarizability 38.92 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 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::NmrOneD 1328 Specdb::MsMs 27194 Specdb::MsMs 27195 Specdb::MsMs 27196 Specdb::MsMs 33752 Specdb::MsMs 33753 Specdb::MsMs 33754 Specdb::MsMs 3061481 Specdb::MsMs 3061482 Specdb::MsMs 3061483 Specdb::MsMs 3109530 Specdb::MsMs 3109531 Specdb::MsMs 3109532 Specdb::NmrTwoD 1271 Specdb::CMs 11380 Specdb::CMs 37423 Specdb::CMs 160952 Specdb::CMs 1057975 Specdb::CMs 1057977 Specdb::CMs 1057979 Specdb::CMs 1057981 Specdb::CMs 1057983 Specdb::CMs 1057985 Specdb::CMs 1057987 Specdb::CMs 1057989 Specdb::CMs 1057991 Specdb::CMs 1057993 Specdb::CMs 1057995 Specdb::CMs 1057997 Specdb::CMs 1057999 Specdb::CMs 1058001 Specdb::CMs 1058003 Specdb::CMs 1058005 Specdb::CMs 1058007 Umbilical Cord Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 4955002 FDB021942 6452574 C06390 771 5304 Pierrepoint, C. G.; Griffiths, Keith; Grant, James K. In vitro studies of feminizing tumors of the testis of man and dog. Proc. Int. Congr. Horm. Steroids, 2nd (1967), Meeting Date 1966, 761-6.