1.0 2016-09-30 22:55:00 UTC 2020-04-22 15:10:55 UTC BMDB0002392 BMDB02392 Maslinic acid Crategolic acid Masilinic acid Crategolate Masilinate Maslinate (2.alpha.,3.beta.)-2,3-dihydroxy-olean-12-en-28-Oate (2.alpha.,3.beta.)-2,3-dihydroxy-olean-12-en-28-Oic acid (2alpha,3beta)- 2,3-Dihydroxy-olean-12-en-28-Oate (2alpha,3beta)- 2,3-Dihydroxy-olean-12-en-28-Oic acid (4AS,6as,6BR,8ar,10R,11R,12ar,12BR,14BS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid Bredemolic acid Maslic acid C30H48O4 472.71 472.355260026 (4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid maslinic acid 4373-41-5 [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)C[C@@H](O)[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1 MDZKJHQSJHYOHJ-LLICELPBSA-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 1,2-diols Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 1,2-diol Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Triterpenoid Aliphatic homopolycyclic compounds Ursanes dihydroxy monocarboxylic acid pentacyclic triterpenoid Solid logp 6.06 ALOGPS logs -5.07 ALOGPS logp 5.52 ChemAxon pka_strongest_acidic 4.74 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid ChemAxon average_mass 472.71 ChemAxon mono_mass 472.355260026 ChemAxon smiles [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)C[C@@H](O)[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O ChemAxon formula C30H48O4 ChemAxon inchi InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1 ChemAxon inchikey MDZKJHQSJHYOHJ-LLICELPBSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 134.99 ChemAxon polarizability 55.78 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 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::MsMs 241090 Specdb::MsMs 241091 Specdb::MsMs 241092 Specdb::MsMs 243145 Specdb::MsMs 243146 Specdb::MsMs 243147 Specdb::MsMs 2226786 Specdb::MsMs 2227955 Specdb::MsMs 2229190 Specdb::MsMs 2230251 Specdb::MsMs 2231654 Specdb::MsMs 2232561 Specdb::MsMs 2233981 Specdb::MsMs 2234929 Specdb::MsMs 2258193 Specdb::MsMs 2258377 Specdb::MsMs 2258835 Specdb::MsMs 2259770 Specdb::MsMs 2260214 Specdb::MsMs 2675695 Specdb::MsMs 2675696 Specdb::MsMs 2675697 Specdb::MsMs 3033956 Specdb::MsMs 3033957 Specdb::MsMs 3033958 Specdb::CMs 12622 Specdb::CMs 38407 Specdb::CMs 132625 Specdb::CMs 140359 FDB013041 66312 66682 73659 C16939 C00030742 Maslinic_acid Wen, Xiaoan; Zhang, Pu; Liu, Jun; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou; Sun, Hongbin. Pentacyclic triterpenes. Part 2: Synthesis and biological evaluation of maslinic acid derivatives as glycogen phosphorylase inhibitors. Bioorg Med Chem Lett. 2006 Feb;16(3):722-6. Epub 2005 Oct 21. Pubmed: 16246555