1.0 2010-04-08 22:10:29 UTC 2026-09-18 18:04:55 UTC FDB013034 Oleanolic acid Occurs as glycosides in cloves (Syzygium aromaticum), sugar beet (Beta vulgaris), olive leaves, etc. Very widely distributed aglycone Oleanolic acid or oleanic acid is a naturally occurring triterpenoid, widely distributed in food and medicinal plants, related to betulinic acid. It can be found in Phytolacca americana (American pokeweed), and Syzygium spp, garlic, etc. It is relatively non-toxic, antitumor, and hepatoprotective, as well as exhibiting antiviral properties. (+)-Oleanolic acid (3-beta)-3-Hydroxyolean-12-en-28-oate (3-beta)-3-Hydroxyolean-12-en-28-oic acid (3.beta.)-3-beta-hydroxy-olean-12-en-28-Oate (3.beta.)-3-beta-hydroxy-olean-12-en-28-Oic acid (3.beta.)-3-hydroxy-olean-12-en-28-Oate (3.beta.)-3-hydroxy-olean-12-en-28-Oic acid (4AS,5S,6as,6br,8R,8ar,10S,12ar,12br,14bs)-10-hydroxy-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 3-beta-Hydroxyolean-12-en-28-oate 3-beta-Hydroxyolean-12-en-28-oic acid 3.beta.-hydroxy-olean-12-en-28-Oate 3.beta.-hydroxy-olean-12-en-28-Oic acid 3b-Hydroxyolean-12-en-28-Oate 3b-Hydroxyolean-12-en-28-Oic acid 3beta-Hydroxy-olean-12-en-28-Oate 3beta-Hydroxy-olean-12-en-28-Oic acid 3beta-Hydroxyolean-12-en-28-Oate 3beta-Hydroxyolean-12-en-28-Oic acid 3β-hydroxyolean-12-en-28-Oate 3β-hydroxyolean-12-en-28-Oic acid Astrantiagenin C Caryophyllin Giganteumgenin C Gledigenin 1 Olean-12-en-28-oic acid, 3-beta-hydroxy- (8CI) Olean-12-en-28-oic acid, 3-hydroxy-, (3-beta)- Olean-12-en-28-oic acid, 3-hydroxy-, (3&beta;)- Olean-12-en-28-oic acid, 3&beta;-hydroxy- Olean-12-en-28-oic acid, 3beta-hydroxy- (8CI) Oleanate Oleanic acid Oleanolic acid Virgaureagenin B C30H48O3 456.711 456.360345406 (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-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 oleanolic acid 508-02-1 CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 MIJYXULNPSFWEK-GTOFXWBISA-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 Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 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 Oleanane triterpenoids Oleanane triterpenoids Oleananes hydroxy monocarboxylic acid pentacyclic triterpenoid Solid logp 7.09 ALOGPS logs -5.75 ALOGPS solubility 8.17e-04 g/l ALOGPS melting_point Mp 306-308° logp 6.59 ChemAxon pka_strongest_acidic 4.74 ChemAxon pka_strongest_basic -0.84 ChemAxon iupac (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-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 456.711 ChemAxon mono_mass 456.360345406 ChemAxon smiles CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O ChemAxon formula C30H48O3 ChemAxon inchi InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 ChemAxon inchikey MIJYXULNPSFWEK-GTOFXWBISA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 133.62 ChemAxon polarizability 54.87 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2331 Specdb::CMs 10506 Specdb::CMs 31415 Specdb::CMs 38393 Specdb::CMs 160783 Specdb::NmrOneD 1883 Specdb::NmrTwoD 1820 Specdb::MsMs 6346 Specdb::MsMs 239683 Specdb::MsMs 239684 Specdb::MsMs 239685 Specdb::MsMs 241738 Specdb::MsMs 241739 Specdb::MsMs 241740 Specdb::MsMs 2245276 Specdb::MsMs 2249022 Specdb::MsMs 2249381 Specdb::MsMs 2251063 Specdb::MsMs 2251332 Specdb::MsMs 2302791 Specdb::MsMs 2302792 Specdb::MsMs 2302793 Specdb::MsMs 3066803 Specdb::MsMs 3066804 Specdb::MsMs 3066805 HMDB02364 37659 #<Reference:0x00007f28fb7a3048> #<Reference:0x00007f28fb7a2e90> #<Reference:0x00007f28fb7a2cd8> American cranberry Type 1 specific Vaccinium macrocarpon 13750 7916.0 7916.0 7916.0 mg/100 g American pokeweed Type 1 specific Phytolacca americana 3527 Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 3750 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bilberry Type 1 specific Vaccinium myrtillus 180763 Bison Type 1 specific Bison bison 9901 Black elderberry Type 1 specific Sambucus nigra 4202 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 1500.0 2000.0 1000.0 mg/100 g Columbidae (Dove, Pigeon) Type 1 specific Columba 8930 Common grape Type 1 specific Vitis vinifera 29760 Common oregano Type 1 specific Origanum vulgare 39352 Common sage Type 1 specific Salvia officinalis 38868 43.15 46.3 40.0 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 630.0 630.0 630.0 mg/100 g Corn Type 1 specific Zea mays 4577 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 Animal Capra aegagrus hircus 9925 Domestic pig Type 1 Animal Sus scrofa domesticus 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus cuniculus 9984 Fats and oils Unknown generic Fennel Type 1 specific Foeniculum vulgare 48038 Fig Type 1 specific Ficus carica 3494 Garden onion Type 1 specific Allium cepa 4679 German camomile Type 1 specific Matricaria recutita 127986 Greylag goose Type 1 specific Anser anser 8843 Guava Type 1 specific Psidium guajava 120290 Guinea hen Type 1 specific Numida meleagris 8996 Herbs and Spices Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 Horse Type 1 specific Equus caballus 9796 Hyssop Type 1 specific Hyssopus officinalis 39324 Japanese persimmon Type 1 specific Diospyros kaki 35925 Jujube Type 1 specific Ziziphus jujuba 48393 Lambsquarters Type 1 specific Chenopodium album 3559 Lemon balm Type 1 specific Melissa officinalis 39338 Loquat Type 1 Plant 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 hemionus 9871 Nutmeg Type 1 specific Myristica fragrans 51089 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 Quinoa Type 1 specific Chenopodium quinoa 63459 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Root vegetables Unknown generic Rosemary Type 1 specific Rosmarinus officinalis 39367 526.0 1050.0 2.0 mg/100 g Saffron Type 1 specific Crocus sativus 82528 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 Sour cherry Type 1 specific Prunus cerasus 140311 Spearmint Type 1 specific Mentha spicata 29719 Squab Type 1 specific Columba 8931 Summer savory Type 1 specific Satureja hortensis 49987 60.0 60.0 60.0 mg/100 g Sunflower Type 1 specific Helianthus annuus 4232 Sweet basil Type 1 specific Ocimum basilicum 39350 130.0 130.0 130.0 mg/100 g Sweet cherry Type 1 specific Prunus avium 42229 Sweet marjoram Type 1 specific Origanum majorana 268884 470.0 470.0 470.0 mg/100 g Towel gourd Type 1 specific Luffa aegyptiaca 3670 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 Acetyl-coenzyme A transporter 1 O00400 SLC33A1 Beta-1,4-galactosyltransferase 4 O60513 B4GALT4 Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase 1 Q8N1G2 CMTR1_HUMAN CMTR1 Endo-1,3;1,4-beta-D-glucanase Q9ZT66 E134_MAIZE L-ascorbate peroxidase 1, cytosolic Q10N21 APX1_ORYSJ APX1 Linoleate 9S-lipoxygenase 1 P27480 LOXA_PHAVU LOXA Liver carboxylesterase 1 P23141 CES1 Mannitol dehydrogenase P42754 MTDH_PETCR ELI3 Mitochondrial 2-oxodicarboxylate carrier Q9BQT8 SLC25A21 Monodehydroascorbate reductase Q43497 MDAR_SOLLC AFRR Ninein Q8N4C6 NIN Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2 Proactivator polypeptide P07602 PSAP Sterol O-acyltransferase 1 P35610 SOAT1 Tyrosine-protein phosphatase non-receptor type 1 P18031 PTPN1 5-lipoxygenase inhibitor 10 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Abortifacient 13 A chemical substance that interrupts pregnancy after implantation. Alpha-glucosidase inhibitor 45 An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20). Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti carcinomic 162 A substance that inhibits or prevents the proliferation of neoplasms. Anti cariogenic 165 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti complement 200 Anti glycosation 304 Anti hepatitic 323 Any compound that is able to prevent damage to the liver. Anti hepatotoxic 328 Any compound that is able to prevent damage to the liver. Anti HIV 333 A substance that destroys or inhibits replication of viruses. Anti hyperglycemic 343 Anti hyperlipidemic 348 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti leukemic 393 A substance that inhibits or prevents the proliferation of neoplasms. Anti leukotriene 399 A substance that diminishes the rate of a chemical reaction. Anti metastatic 434 A substance that inhibits or prevents the proliferation of neoplasms. Anti microbial 436 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti nephritic 466 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti nociceptive 484 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Anti osteoporotic 495 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti periodontic 515 Anti peroxidant 519 Anti peroxidative 520 Anti plasmodial 532 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti prostaglandin-E2 525 A compound that inhibits the action of prostaglandins. Anti protozoal 557 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti sarcomic 592 A substance that inhibits or prevents the proliferation of neoplasms. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti TGF-beta 644 A substance that diminishes the rate of a chemical reaction. Anti ulcer 676 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. Anti-allergic 103 A drug used to treat allergic reactions. Anti-apoptotic 125 Anti-arrhythmic 129 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. Anti-asthmatic 134 A drug used to treat asthma. Anti-atherogenic 136 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. Anti-atherosclerotic 138 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. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-edemic 248 Anti-fertility 276 Anti-gingivitic 298 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-helmintic 72 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-ischemic 377 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-obesity 486 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-parasitic 508 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-plaque 531 Anti-proliferative 548 Anti-viral 689 A substance that destroys or inhibits replication of viruses. Anti-Zika virus 1441 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Aromatase inhibitor 705 An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones. Beta-blocker 728 Beta-glucuronidase inhibitor 729 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Cardioprotective 769 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. 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. Cyclooxygenase inhibitor 849 A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. Cyclooxygenase-2 inhibitor 841 A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. Elastase inhibitor 897 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Gastroprotective 947 A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Hypocholesterolemic 1016 Hypolipemic 1019 Hypolipidemic 1020 Hypotensive 1021 Immunomodulator 1031 Biologically active substance whose activity affects or plays a role in the functioning of the immune system. Immunostimulant 1032 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity. Inflammatory 1034 Inhibitor 1432 A substance that diminishes the rate of a chemical reaction. Insecticide 1040 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Leucocytogenic 1069 Neuroprotective 1158 Any compound that can be used for the treatment of neurodegenerative disorders. NF-kappa-B inhibitor 1164 A substance that diminishes the rate of a chemical reaction. Phagocytotic 1212 Piscicide 1228 Prooxidant 1252 Prostaglandin synthesis inhibitor 1258 A substance that diminishes the rate of a chemical reaction. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Utero tonic 1405 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Vasopressor 1415