1.0 2010-04-08 22:10:30 UTC 2019-11-26 03:07:54 UTC FDB013041 Maslinic acid Maslinic acid is a compound derived from dry olive-pomace oil (an olive skin wax) which is a byproduct of olive oil extraction. It is a member of the group of triterpenes known as oleananes.; Maslinic acid is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Maslinic acid exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. (PMID: 17292619) (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 (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 Crataegolic acid Crategolate Crategolic acid Masilinate Masilinic acid Maslinic acid C30H48O4 472.6997 472.355260024 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 10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid 4373-41-5 CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(C)C5CCC34C)C2C1)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) MDZKJHQSJHYOHJ-UHFFFAOYSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Triterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Aliphatic homopolycyclic compounds 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 Solid logp 6.06 ALOGPS logs -5.07 ALOGPS solubility 4.04e-03 g/l ALOGPS melting_point Mp 267-269° (243-245°) logp 5.52 ChemAxon pka_strongest_acidic 4.74 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 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 472.6997 ChemAxon mono_mass 472.355260024 ChemAxon smiles CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(C)C5CCC34C)C2C1)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) ChemAxon inchikey MDZKJHQSJHYOHJ-UHFFFAOYSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 134.99 ChemAxon polarizability 55.72 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 93544 Specdb::CMs 124888 Specdb::CMs 855239 Specdb::CMs 855240 Specdb::CMs 855241 Specdb::CMs 855242 Specdb::CMs 855243 Specdb::CMs 855244 Specdb::CMs 855245 Specdb::CMs 855246 Specdb::CMs 855247 Specdb::CMs 855248 Specdb::CMs 855249 Specdb::CMs 855250 Specdb::CMs 855251 Specdb::CMs 855252 Specdb::MsMs 52764 Specdb::MsMs 52765 Specdb::MsMs 52766 Specdb::MsMs 160824 Specdb::MsMs 160825 Specdb::MsMs 160826 Specdb::MsMs 2228739 Specdb::MsMs 2252452 Specdb::MsMs 2254499 Specdb::MsMs 2256088 Specdb::MsMs 2258158 Specdb::MsMs 2258468 Specdb::MsMs 2260125 Specdb::MsMs 3420266 Specdb::MsMs 3420267 Specdb::MsMs 3420268 Specdb::MsMs 3420269 Specdb::MsMs 3420270 Specdb::MsMs 3420271 HMDB02392 #<Reference:0x000055ce32b063b8> Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 283210 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Cloves Type 1 specific Syzygium aromaticum 219868 150.0 150.0 150.0 mg/100 g Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Common sage Type 1 specific Salvia officinalis 38868 4.6 4.6 4.6 mg/100 g Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guava Type 1 specific Psidium guajava 120290 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Loquat Type 1 specific Eriobotrya japonica 32224 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Olive Type 1 specific Olea europaea 4146 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Pomegranate Type 1 specific Punica granatum 22663 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Winter savory Type 1 specific Satureja montana 49988 Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti HIV 333 A substance that destroys or inhibits replication of viruses. Anti-edemic 248 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Cardiotonic 771 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Digestive 881 Protease inhibitor 1262 A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).