1.0 2016-09-30 22:54:59 UTC 2020-04-22 15:10:55 UTC BMDB0002391 BMDB02391 Uvaol (3.beta.)-urs-12-ene-3,28-diol (3beta)-Urs-12-ene-3,28-diol Urs-12-ene-3,28-diol Urs-12-ene-3beta,28-diol Urs-12-ene-3 beta,28-diol Uvaol C30H50O2 442.728 442.38108085 (3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol uvaol 545-46-0 [H]OC([H])([H])[C@]12C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@@]1([H])C1=C([H])C([H])([H])[C@]3([H])[C@@]4(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(O[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]4([H])C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]1(C([H])([H])[H])C([H])([H])C2([H])[H] InChI=1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1 XUARCIYIVXVTAE-ZAPOICBTSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Triterpenoids Cyclic alcohols and derivatives Hydrocarbon derivatives Primary alcohols Secondary alcohols Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Hydrocarbon derivative Organic oxygen compound Organooxygen compound Primary alcohol Secondary alcohol Triterpenoid Aliphatic homopolycyclic compounds triterpenoid Solid logp 6.13 ALOGPS logs -6.21 ALOGPS logp 6.11 ChemAxon pka_strongest_acidic 18.95 ChemAxon pka_strongest_basic -0.64 ChemAxon iupac (3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol ChemAxon average_mass 442.728 ChemAxon mono_mass 442.38108085 ChemAxon smiles [H]OC([H])([H])[C@]12C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]([H])(C([H])([H])[H])[C@@]1([H])C1=C([H])C([H])([H])[C@]3([H])[C@@]4(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(O[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]4([H])C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]1(C([H])([H])[H])C([H])([H])C2([H])[H] ChemAxon formula C30H50O2 ChemAxon inchi InChI=1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1 ChemAxon inchikey XUARCIYIVXVTAE-ZAPOICBTSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 133.76 ChemAxon polarizability 54.68 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 5 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 24439 Specdb::CMs 38406 Specdb::CMs 166921 Specdb::NmrTwoD 1823 Specdb::MsMs 2095 Specdb::MsMs 2096 Specdb::MsMs 2097 Specdb::MsMs 240004 Specdb::MsMs 240005 Specdb::MsMs 240006 Specdb::MsMs 242059 Specdb::MsMs 242060 Specdb::MsMs 242061 Specdb::MsMs 2351413 Specdb::MsMs 2351414 Specdb::MsMs 2351415 Specdb::MsMs 2584370 Specdb::MsMs 2584371 Specdb::MsMs 2584372 Specdb::NmrOneD 1886 FDB013518 83774 519375 92802 C00032467 CPD-14494 Zurcher, A.; Jeger, O.; Ruzicka, L. Triterpenes. CLXXX. The conversion of quinovaic acid to phyllanthol and uvaol. The constitution of ursolic acid and of uvaol. Helvetica Chimica Acta (1954), 37 2145-52.