| Name: | (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| CAS Number: | 508-02-1 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 208-081-6 |
| FDA UNII: | 6SMK8R7TGJ |
| Nikkaji Web: | J6.235I |
| MDL: | MFCD00064914 |
| XlogP3-AA: | 7.50 (est) |
| Molecular Weight: | 456.71016000 |
| Formula: | C30 H48 O3 |
| BioActivity Summary: | listing |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white crystalline powder (est) |
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | 310.00 °C. @ 760.00 mm Hg
|
| Boiling Point: | 553.00 to 554.00 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 577.00 °F. TCC ( 302.60 °C. ) (est)
|
| logP (o/w): | 8.576 (est) |
| Soluble in: |
| | alcohol | | | water, 0.001748 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| Alfa Biotechnology |
| For experimental / research use only. |
| Oleanolic acid 98%
|
| BOC Sciences |
| For experimental / research use only. |
| Oleanolic acid >98%
Odor: characteristic Use: Oleanolic Acid is a non-toxic, hepatoprotective triterpenoid found in Phytolacca Americana, which exerts antitumor and antiviral properties. |
| Changsha Organic Herb |
| Aralia chinensis Extract
|
| Coompo |
| For experimental / research use only. |
| Oleanolic Acid from Plants ≥96%
Odor: characteristic Use: Oleanolic acid or oleanic acid is a naturally occurring triterpenoid, widely distributed in food and medicinal plants, related to betulinic acid. It is relatively non-toxic, hepatoprotective, and exhibits antitumor and antiviral properties.
Oleanolic acid was found to exhibit strong anti-HIV activity, the related compound betulinic acid was used to create the first commercial maturation inhibitor drug.
Oleanolic acid and ursolic acid are effective in protecting against chemically induced liver injury in laboratory animals. Oleanolic acid has been marketed in China as an oral drug for human liver disorders. The mechanism of hepatoprotection by these two compounds may involve the inhibition of toxicant activation and the enhancement of the body defense systems. Oleanolic acid and ursolic acid have also been long-recognized to have antiinflammatory and antihyperlipidemic properties in laboratory animals, and more research is warranted to develop a therapy for patients. Recently, both compounds have been noted for their antitumor-promotion effects, which are stimulating additional research in this field. Oleanolic acid and ursolic acid are relatively non-toxic, and have been used in cosmetics and health products. |
| ExtraSynthese |
| For experimental / research use only. |
| Oleanolic Acid (HPLC) ≥99%
|
| Glentham Life Sciences |
| Oleanolic acid, 97%
|
| Sabinsa Corporation |
| Oleanolic Acid
|
| Sigma-Aldrich: Aldrich |
| For experimental / research use only. |
| Oleanolic acid ≥97%
|
| TCI AMERICA |
| For experimental / research use only. |
| Oleanolic Acid Hydrate >98.0%(T)
|
Safety Information:
| Preferred SDS: View |
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
oral-rat LD50 > 2000 mg/kg
Journal of Pharmacy and Pharmacology. Vol. 44, Pg. 456, 1992.
intraperitoneal-rat LD50 > 2000 mg/kg
Drugs of the Future. Vol. 19, Pg. 450, 1994.
oral-mouse LD50 > 2000 mg/kg
Journal of Pharmacy and Pharmacology. Vol. 44, Pg. 456, 1992.
intraperitoneal-mouse LD50 1500 mg/kg
Journal of Pharmacy and Pharmacology. Vol. 44, Pg. 456, 1992.
|
| Dermal Toxicity: |
|
Not determined
|
| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for oleanolic acid usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for oleanolic acid flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
| EPI System: View |
| ClinicalTrials.gov:search |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):508-02-1 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :10494 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| Chemidplus:0000508021 |
| RTECS:RK0177965 for cas# 508-02-1 |
References:
| | (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 10494 |
| Pubchem (sid): | 134976838 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | astrantiagenin C | | | caryophyllin | | | giganteumgenin C | | (2S,5S,10S,18S,1R,14R,15R,20R)-18- | hydroxy-1,2,8,8,15,19,19-heptamethylpentacyclo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-5-carboxylic acid | | (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10- | hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid | | (3b)-3- | hydroxyolean-12-en-28-oic acid | | (3beta)-3- | hydroxyolean-12-en-28-oic acid | | 3beta- | hydroxyolean-12-en-28-oic acid | | | oleanic acid | | | oleanol | | | oleanolicacid | | | virgaureagenin B |
Articles:
| PubMed:Antioxidative and Antiinflammatory Activities of Asiatic Acid, Glycyrrhizic Acid, and Oleanolic Acid in Human Bronchial Epithelial Cells. |
| PubMed:Antimicrobial Action of Oleanolic Acid on Listeria monocytogenes, Enterococcus faecium, and Enterococcus faecalis. |
| PubMed:Supplementation of Superfine Powder Prepared from Chaenomeles speciosa Fruit Increases Endurance Capacity in Rats via Antioxidant and Nrf2/ARE Signaling Pathway. |
| PubMed:In vitro antidiabetic potential of the fruits of Crataegus pinnatifida. |
| PubMed:Simultaneous determination of six triterpenic acids in some Chinese medicinal herbs using ultrasound-assisted dispersive liquid-liquid microextraction and high-performance liquid chromatography with fluorescence detection. |
| PubMed:Analgesic and Anti-Inflammatory Activities of Rosa taiwanensis Nakai in Mice. |
| PubMed:Determination of ursolic and oleanolic acid in Sambuci fructus. |
| PubMed:Chemical constituents of gold-red apple and their α-glucosidase inhibitory activities. |
| PubMed:Antibacterial oleanane-type triterpenoids from pericarps of Akebia trifoliata. |
| PubMed:Beneficial health effects of Chios Gum Mastic and peroxisome proliferator-activated receptors: indications of common mechanisms. |
| PubMed:Saponins in the genus Panax L. (Araliaceae): a systematic review of their chemical diversity. |
| PubMed:Changes in the triterpenoid content of cuticular waxes during fruit ripening of eight grape (Vitis vinifera) cultivars grown in the Upper Rhine Valley. |
| PubMed:3-O-[N-(p-fluorobenzenesulfonyl)-carbamoyl]-oleanolic acid, a semisynthetic analog of oleanolic acid, induces apoptosis in breast cancer cells. |
| PubMed:Enhancement of platelet aggregation by ursolic Acid and oleanolic Acid. |
| PubMed:Oleanolic acid induces metabolic adaptation in cancer cells by activating the AMP-activated protein kinase pathway. |
| PubMed:Oleanolic acid induces apoptosis of MKN28 cells via AKT and JNK signaling pathways. |
| PubMed:Oleanane triterpenes as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Camellia japonica. |
| PubMed:Triterpene acids from apple peel inhibit lepidopteran larval midgut lipases and larval growth. |
| PubMed:The molecular mechanisms underpinning the therapeutic properties of oleanolic acid, its isomer and derivatives for type 2 diabetes and associated complications. |
| PubMed:Oleanolic acid modulates the immune-inflammatory response in mice with experimental autoimmune myocarditis and protects from cardiac injury. Therapeutic implications for the human disease. |
| PubMed:Synthesis and evaluation of several oleanolic acid glycoconjugates as protein tyrosine phosphatase 1B inhibitors. |
| PubMed:Inhibitory effect of medicinal plant-derived carboxylic acids on the human transporters hOAT1, hOAT3, hOATP1B1, and hOATP2B1. |
| PubMed:Bioavailability and activity of natural food additive triterpenoids as influenced by protein. |
| PubMed:Ameliorative effects of oleanolic acid on fluoride induced metabolic and oxidative dysfunctions in rat brain: Experimental and biochemical studies. |
| PubMed:Chemical constituents and cytotoxic effect of the main compounds of Lythrum salicaria L. |
| PubMed:Blockade of visfatin induction by oleanolic acid via disturbing IL-6-TRAF6-NF-κB signaling of adipocytes. |
| PubMed:Chemical constituents of Rhododendron formosanum show pronounced growth inhibitory effect on non-small-cell lung carcinoma cells. |
| PubMed:Chemical composition and antioxidant and anti-inflammatory potential of peels and flesh from 10 different pear varieties (Pyrus spp.). |
| PubMed:New triterpenoid saponins from Ilex cornuta and their protective effects against H2O2-induced myocardial cell injury. |
| PubMed:New triterpenoids and other constituents from the fruits of Benincasa hispida (Thunb.) Cogn. |
| PubMed:Discovery of soluble epoxide hydrolase inhibitors from natural products. |
| PubMed:Bioactive properties of the main triterpenes found in olives, virgin olive oil, and leaves of Olea europaea. |
| PubMed:The activation of p38 and JNK by ROS, contribute to OLO-2-mediated intrinsic apoptosis in human hepatocellular carcinoma cells. |
| PubMed:Vitiquinolone--a quinolone alkaloid from Hibiscus vitifolius Linn. |
| PubMed:Effects of saikosaponin A on cocaine self-administration in rats. |
| PubMed:Saikosaponin a and saikosaponin d inhibit proliferation and migratory activity of rat HSC-T6 cells. |
| PubMed:Polyphenols and triterpenes from Chaenomeles fruits: chemical analysis and antioxidant activities assessment. |
| PubMed:Ethanol extract of Lycopus lucidus elicits positive inotropic effect via activation of Ca2+ entry and Ca2+ release in beating rabbit atria. |
| PubMed:Comparative protective effect of hawthorn berry hydroalcoholic extract, atorvastatin, and mesalamine on experimentally induced colitis in rats. |
| PubMed:Time course of pentacyclic triterpenoids from fruits and leaves of olive tree (Olea europaea L.) cv. Picual and cv. Cornezuelo during ripening. |
| PubMed:Biochemical basis of the antidiabetic activity of oleanolic acid and related pentacyclic triterpenes. |
| PubMed:Nutritional evaluation and health promoting activities of nuts and seeds cultivated in Greece. |
| PubMed:[Study on chemical constituents of root bark of Discocleidion rufescens]. |
| PubMed:Two new oleanane-type triterpenes isolated from Japanese post-fermented tea produced by anaerobic microbial fermentation. |
| PubMed:A rapid method to determine sterol, erythrodiol, and uvaol concentrations in olive oil. |
| PubMed:Influence of triterpenoids present in apple peel on inflammatory gene expression associated with inflammatory bowel disease (IBD). |
| PubMed:Identification of novel dietary phytochemicals inhibiting the efflux transporter breast cancer resistance protein (BCRP/ABCG2). |
| PubMed:Changes of the wax contents in mixtures of olive oils as determined by gas chromatography with a flame ionization detector. |
| PubMed:Unusual immuno-modulatory triterpene-caffeates in the skins of russeted varieties of apples and pears. |
| PubMed:Momordin Ic induces HepG2 cell apoptosis through MAPK and PI3K/Akt-mediated mitochondrial pathways. |
| PubMed:Oleanolic acid suppresses resistin induction in adipocytes by modulating Tyk-STAT signaling. |
| PubMed:Taraxerol inhibits LPS-induced inflammatory responses through suppression of TAK1 and Akt activation. |
| PubMed:Determination of soyasaponins I and βg in raw and cooked legumes by solid phase extraction (SPE) coupled to liquid chromatography (LC)-mass spectrometry (MS) and assessment of their bioaccessibility by an in vitro digestion model. |
| PubMed:Triterpene saponin content in the roots of red beet (Beta vulgaris L.) cultivars. |
| PubMed:Triterpenoid content of berries and leaves of bilberry Vaccinium myrtillus from Finland and Poland. |
| PubMed:Analogs of bardoxolone methyl worsen diabetic nephropathy in rats with additional adverse effects. |
| PubMed:Antithrombotic effect of chikusetsusaponin IVa isolated from Ilex paraguariensis (Maté). |
| PubMed:A simple GC-MS method for the screening of betulinic, corosolic, maslinic, oleanolic and ursolic acid contents in commercial botanicals used as food supplement ingredients. |
| PubMed:Plant metabolomics: resolution and quantification of elusive peaks in liquid chromatography-mass spectrometry profiles of complex plant extracts using multi-way decomposition methods. |
| PubMed:Lignans and triterpenes from the root of Pseuderanthemum carruthersii var. atropurpureum. |
| PubMed:[Immune state in lung of BALB/c mice with ovalbumin allergy and the effects of fulvotomentoside on lungs of mice]. |
| PubMed:In vitro and in vivo antimammary tumor activities and mechanisms of the apple total triterpenoids. |
| PubMed:Apoptosis-induced cell death due to oleanolic acid in HaCaT keratinocyte cells--a proof-of-principle approach for chemopreventive drug development. |
| PubMed:Chios mastic fractions in experimental colitis: implication of the nuclear factor κB pathway in cultured HT29 cells. |
| PubMed:Characterisation and phenolic profiles of two rare olive oils from southern Tunisia: Dhokar and Gemri-Dhokar cultivars. |
| PubMed:Functional components in Luffa cylindrica and their effects on anti-inflammation of macrophage cells. |
| PubMed:Oleanolic acid reduces hyperglycemia beyond treatment period with Akt/FoxO1-induced suppression of hepatic gluconeogenesis in type-2 diabetic mice. |
| PubMed:Bioavailability, distribution, and antioxidative effects of selected triterpenes in mice. |
| PubMed:Saikosaponin-d inhibits β-conglycinin induced activation of rat basophilic leukemia-2H3 cells. |
| PubMed:Analysis of isoflavone, phenolic, soyasapogenol, and tocopherol compounds in soybean [ Glycine max (L.) Merrill] germplasms of different seed weights and origins. |
| PubMed:Taraxerone enhances alcohol oxidation via increases of alcohol dehyderogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities and gene expressions. |
| PubMed:Evaluation of anti-oxidant activity and identification of major polyphenolics of the invasive weed Oxalis pes-caprae. |
| PubMed:Comparison of the triterpenoid content of berries and leaves of lingonberry Vaccinium vitis-idaea from Finland and Poland. |
| PubMed:A rapid LC/MS/MS method for the analysis of nonvolatile antiinflammatory agents from Mentha spp. |
| PubMed:Procoagulant and prothrombotic effects of the herbal medicine, Dipsacus asper and its active ingredient, dipsacus saponin C, on human platelets. |
| PubMed:Anti-inflammatory activities of oleanolic acid on HMGB1 activated HUVECs. |
| PubMed:Towards an efficient protocol for the determination of triterpenic acids in olive fruit: a comparative study of drying and extraction methods. |
| PubMed:Ultrasound-assisted extraction of oleanolic acid and ursolic acid from Ligustrum lucidum Ait. |
| PubMed:Determination of oleanolic and ursolic acid in Chinese herbs using HPLC and γ-CD as mobile phase modifier. |
| PubMed:Hypoglycemic effects of clove (Syzygium aromaticum flower buds) on genetically diabetic KK-Ay mice and identification of the active ingredients. |
| PubMed:Microwave-assisted extraction of oleanolic acid and ursolic acid from Ligustrum lucidum Ait. |
| PubMed:Identification and determination of carboxylic acids in food samples using 2-(2-(anthracen-10-yl)-1H-phenanthro[9,10-d]imidazol-1-yl)ethyl 4-methylbenzenesulfonate (APIETS) as labeling reagent by HPLC with FLD and APCI/MS. |
| PubMed:An unusual plant triterpene synthase with predominant α-amyrin-producing activity identified by characterizing oxidosqualene cyclases from Malus × domestica. |
| PubMed:[Triterpenoids and triterpenoid saponins of Viscum liquidambaricolum]. |
| PubMed:[Oleanolic acid-stimulated lipolysis in primary adipocytes and its mechanisms]. |
| PubMed:Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| PubMed:Development of a new HPLC method with precolumn fluorescent derivatization for rapid, selective and sensitive detection of triterpenic acids in fruits. |
| PubMed:Lotus corniculatus regulates the inflammation induced by bradykinin in a murine model of pleurisy. |
| PubMed:Suppression of hepatitis B virus x protein-mediated tumorigenic effects by ursolic Acid. |
| PubMed:New hydrothermal treatment of alperujo enhances the content of bioactive minor components in crude pomace olive oil. |
| PubMed:Antiangiogenic potential of three triterpenic acids in human liver cancer cells. |
| PubMed:Xanthine oxidase inhibitory triterpenoid and phloroglucinol from guttiferaceous plants inhibit growth and induced apoptosis in human NTUB1 cells through a ROS-dependent mechanism. |
| PubMed:Oleanolic acid reduces markers of differentiation in 3T3-L1 adipocytes. |
| PubMed:Antioxidant, antiproliferative, and pro-apoptotic capacities of pentacyclic triterpenes found in the skin of olives on MCF-7 human breast cancer cells and their effects on DNA damage. |
| PubMed:[Effects of fulvotomentoside on inflammatory factors and antiinflammatory factors in intestine of ovalbumin-sensitized BALB/c mice]. |
| PubMed:Soyasaponin I attenuates TNBS-Induced colitis in mice by inhibiting NF-κB pathway. |
| PubMed:Triterpenoid saponins from the rhizome of Polygonatum sibiricum. |
| PubMed:Pentacyclic triterpenoids from olive fruit and leaf. |
| PubMed:Evaluation of the in vivo anti-inflammatory effects of extracts from Pyrus bretschneideri Rehd. |
| PubMed:Antioxidant and antiatherogenic activities of pentacyclic triterpenic diols and acids. |
| PubMed:Chemical composition and biological activity of ripe pumpkin fruits (Cucurbita pepo L.) cultivated in Egyptian habitats. |
| PubMed:LC-MS method for the simultaneous quantitation of the anti-inflammatory constituents in oregano (Origanum species). |
| PubMed:Potent anticariogenic activity of Aceriphyllum rossii and its components, aceriphyllic acid A and 3-oxoolean-12-en-27-oic acid. |
| PubMed:Inhibition of human renin activity by saponins. |
| PubMed:Oleanolic acid and ursolic acid induce apoptosis in HuH7 human hepatocellular carcinoma cells through a mitochondrial-dependent pathway and downregulation of XIAP. |
| PubMed:Triterpenoid glycosides from Stauntonia chinensis. |
| PubMed:Group B oleanane triterpenoid extract containing soyasaponins I and III from soy flour induces apoptosis in Hep-G2 cells. |
| PubMed:Oleanolic acid, a natural triterpenoid improves blood glucose tolerance in normal mice and ameliorates visceral obesity in mice fed a high-fat diet. |
| PubMed:Resistance in the plant, Barbarea vulgaris, and counter-adaptations in flea beetles mediated by saponins. |
| PubMed:Quantification of saponins in extractive solution of mate leaves (Ilex paraguariensis A. St. Hil.). |
| PubMed:Bioactive compounds with added value prepared from terpenes contained in solid wastes from the olive oil industry. |
| PubMed:Antioxidant and anti-inflammatory effects of Orthosiphon aristatus and its bioactive compounds. |
| PubMed:In vitro synergistic interactions of oleanolic acid in combination with isoniazid, rifampicin or ethambutol against Mycobacterium tuberculosis. |
| PubMed:Quantification of soyasaponins I and betag in Italian lentil seeds by solid-phase extraction (SPE) and high-performance liquid chromatography-mass spectrometry (HPLC-MS). |
| PubMed:Saponins in yerba mate tea ( Ilex paraguariensis A. St.-Hil) and quercetin synergistically inhibit iNOS and COX-2 in lipopolysaccharide-induced macrophages through NFkappaB pathways. |
| PubMed:Fruit quality and olive leaf and stone addition affect Picual virgin olive oil triterpenic content. |
| PubMed:Role of Nrf2 in prevention of high-fat diet-induced obesity by synthetic triterpenoid CDDO-imidazolide. |
| PubMed:Separation and identification of some common isomeric plant triterpenoids by thin-layer chromatography and high-performance liquid chromatography. |
| PubMed:Stimulation of glucose uptake by triterpenoids from Weigela subsessilis. |
| PubMed:Bioactive responses of Hep-G2 cells to soyasaponin extracts differs with respect to extraction conditions. |
| PubMed:Macranthoside B, a hederagenin saponin extracted from Lonicera macranthoides and its anti-tumor activities in vitro and in vivo. |
| PubMed:Generation of group B soyasaponins I and III by hydrolysis. |
| PubMed:Triterpenic content and chemometric analysis of virgin olive oils from forty olive cultivars. |
| PubMed:New triterpenic saponins from the aerial parts of Medicago arabica (L.) huds. |
| PubMed:Triterpenic Acids Present in Hawthorn Lower Plasma Cholesterol by Inhibiting Intestinal ACAT Activity in Hamsters. |
| PubMed:Soyasaponin Bh, a triterpene saponin containing a unique hemiacetal-functional five-membered ring from Glycine max (soybeans). |
| PubMed:Isolation of human renin inhibitor from soybean: soyasaponin I is the novel human renin inhibitor in soybean. |
| PubMed:Effect of dietary wine pomace extract and oleanolic acid on plasma lipids in rats fed high-fat diet and its DNA microarray analysis. |
| PubMed:Olean-27-carboxylic acid-type triterpenes with potent antibacterial activity from Aceriphyllum rossii. |
| PubMed:Hsian-tsao (Mesona procumbens Heml.) prevents against rat liver fibrosis induced by CCl(4) via inhibition of hepatic stellate cells activation. |
| PubMed:Kalopanaxsaponin A induces apoptosis in human leukemia U937 cells through extracellular Ca2+ influx and caspase-8 dependent pathways. |
| PubMed:Antioxidative and anti-inflammatory protection of oleanolic acid and ursolic acid in PC12 cells. |
| PubMed:Curcumin or saikosaponin a improves hepatic antioxidant capacity and protects against CCl4-induced liver injury in rats. |
| PubMed:Synthesis of betavulgaroside III, a representative triterpene seco-glycoside. |
| PubMed:Erythrodiol, a natural triterpenoid from olives, has antiproliferative and apoptotic activity in HT-29 human adenocarcinoma cells. |
| PubMed:Modulatory effect of Byrsonima basiloba extracts on the mutagenicity of certain direct and indirect-acting mutagens in Salmonella typhimurium assays. |
| PubMed:Effect of soyasapogenol A and soyasapogenol B concentrated extracts on HEP-G2 cell proliferation and apoptosis. |
| PubMed:Determination of three major triterpenoids in epicuticular wax of cabbage (Brassica oleracea L.) by high-performance liquid chromatography with UV and mass spectrometric detection. |
| PubMed:Nonenzymatic antioxidative and antiglycative effects of oleanolic acid and ursolic acid. |
| PubMed:Soyasaponins inhibit the proliferation of Hela cells by inducing apoptosis. |
| PubMed:[Study on the chemical structure from the roots of Actinidia deliciosa]. |
| PubMed:Use of liquid chromatography-atmospheric pressure chemical ionization-ion trap mass spectrometry for identification of oleanolic acid and ursolic acid in Anoectochilus roxburghii (wall.) Lindl. |
| PubMed:Antioxidant and protective effect of an oleanolic acid-enriched extract of A. deliciosa root on carbon tetrachloride induced rat liver injury. |
| PubMed:Antioxidant constituents and a new triterpenoid glycoside from Flos Lonicerae. |
| PubMed:Characterization of topical antiinflammatory compounds in Rosmarinus officinalis L. |
| PubMed:Studies of selected plant raw materials as alternative sources of triterpenes of oleanolic and ursolic acid types. |
| PubMed:Quantitative analysis of anti-inflammatory and radical scavenging triterpenoid esters in evening primrose seeds. |
| PubMed:Quantification of the polyphenols and triterpene acids in chinese hawthorn fruit by high-performance liquid chromatography. |
| PubMed:Antimutagenicity of ursolic acid and oleanolic acid against doxorubicin-induced clastogenesis in Balb/c mice. |
| PubMed:Triterpene saponins from the roots of Medicago hybrida. |
| PubMed:The isolation of soyasaponins by fractional precipitation, solid phase extraction, and low pressure liquid chromatography. |
| PubMed:Tetrapleura tetraptera: molluscicidal activity and chemical constituents. |
| PubMed:[Chemical constituents from rhizome of Pulsatilla dahurica]. |
| PubMed:Momordin Ic and oleanolic acid from Kochiae Fructus reduce carbon tetrachloride-induced hepatotoxicity in rats. |
| PubMed:Antioxidant activity, cytotoxicity, and DNA information of Glossogyne tenuifolia. |
| PubMed:Soyasaponins lowered plasma cholesterol and increased fecal bile acids in female golden Syrian hamsters. |
| PubMed:Antinociceptive and anti-inflammatory effects of the saponin and sapogenins obtained from the stem of Akebia quinata. |
| PubMed:Effect of dietary high-oleic-acid oils that are rich in antioxidants on microsomal lipid peroxidation in rats. |
| PubMed:Insecticidal components from field pea extracts: soyasaponins and lysolecithins. |
| PubMed:Soyasaponin I and sapongenol B have limited absorption by Caco-2 intestinal cells and limited bioavailability in women. |
| PubMed:Quantitative analysis of anti-inflammatory and radical scavenging triterpenoid esters in evening primrose oil. |
| PubMed:Effect of kaikasaponin III obtained from Pueraria thunbergiana flowers on serum and hepatic lipid peroxides and tissue factor activity in the streptozotocin-induced diabetic rat. |
| PubMed:Human fecal metabolism of soyasaponin I. |
| PubMed:Insulin secretion and cyclooxygenase enzyme inhibition by cabernet sauvignon grape skin compounds. |
| PubMed:The clinical advantages of cold-pressed non-raffinated evening primrose oil over refined preparations. |
| PubMed:Recycling plant wax constituents for chemical defense: hemi-biosynthesis of triterpene saponins from beta-amyrin in a leaf beetle. |
| PubMed:Soyasapogenol A and B distribution in soybean (Glycine max L. Merr.) in relation to seed physiology, genetic variability, and growing location. |
| PubMed:Simultaneous identification of soyasaponins and isoflavones and quantification of soyasaponin Bb in soy products, using liquid chromatography/electrospray ionization-mass spectrometry. |
| PubMed:Biological activity of some naturally occurring resins, gums and pigments against in vitro LDL oxidation. |
| PubMed:Antifeedant activity of some pentacyclic triterpene acids and their fatty acid ester analogues. |
| PubMed:[Comparison of soyasaponin and isoflavone contents between genetically modified (GM) and non-GM soybeans]. |
| PubMed:Inhibitory activity of minor polyphenolic and nonpolyphenolic constituents of olive oil against in vitro low-density lipoprotein oxidation. |
| PubMed:Analysis and quantitative determination of group B saponins in processed soybean products. |
| PubMed:Determination of soyasaponins in soy with LC-MS following structural unification by partial alkaline degradation. |
| PubMed:Estrogenic and antiproliferative properties of soy sapogenols in human breast cancer cells in vitro. |
| PubMed:Constituents in evening primrose oil with radical scavenging, cyclooxygenase, and neutrophil elastase inhibitory activities. |
| PubMed:Potent antimutagenic and their anti-lipid peroxidative effect of kaikasaponin III and tectorigenin from the flower of Pueraria thunbergiana. |
| PubMed:Quantification of the group B soyasaponins by high-performance liquid chromatography. |
| PubMed:Triterpene saponins from debittered quinoa (Chenopodium quinoa) seeds. |
| PubMed:Phytosterol content in American ginseng seed oil. |
| PubMed:Purification of saponin compounds in Bupleurum falcatum by solvent partitioning and preparative LC. |
| PubMed:Identification and biological activities of triterpenoid saponins from Chenopodium quinoa. |
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| PubMed:[Spectrophotometric determination of oleanolic acid and saponins from quinoa (Chenopodium quinoa Willd, Kancolla variety)]. |
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a pentacyclic triterpene that occurs widely in many plants as the free acid or the aglycone for many saponins. it is biosynthesized from lupane. it can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. 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. (Wikipedia)
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