maslinic acid
olean-12-en-28-oic acid, 2,3-dihydroxy-, (2alpha,3beta)-
Identification
| Name | maslinic acid |
| CAS Number | 4373-41-5 |
| FDA UNII | E233J88OHQ |
| Molecular Formula | C30 H48 O4 |
| Molecular Weight | 472.70936000 |
| MDL Number | MFCD00049293 |
| Nikkaji Number | J22.580K |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 570.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 595.00 °F. TCC ( 312.60 °C. ) (est) |
| logP (o/w) | 7.870 (est) |
| Soluble in | water, 0.00396 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antioxidants |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | antioxidants |
| Recommendation for maslinic acid usage levels up to | not for fragrance use. |
| Recommendation for maslinic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
crategolic acid
(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-
dihydroxy-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
maslic acid
maslinicacid
olean-12-en-28-oic acid, 2,3-dihydroxy-,
olean-12-en-28-oic acid, 2,3-dihydroxy-, (2alpha,3beta)-
PubMed:
Maslinic Acid Induces Mitochondrial Apoptosis and Suppresses HIF-1α Expression in A549 Lung Cancer Cells under Normoxic and Hypoxic Conditions.
PubMed:
In vitro effects of triterpenic acids from olive leaf extracts on the mitochondrial membrane potential of promastigote stage of Leishmania spp.
PubMed:
Protective effects of maslinic acid against alcohol-induced acute liver injury in mice.
PubMed:
Antibacterial oleanane-type triterpenoids from pericarps of Akebia trifoliata.
PubMed:
Maslinic acid, a natural phytoalexin-type triterpene from olives--a promising nutraceutical?
PubMed:
Maslinic acid activates mitochondria-dependent apoptotic pathway in cardiac carcinoma.
PubMed:
Population pharmacokinetics of maslinic acid, a triterpene from olives, after intravenous and oral administration in rats.
PubMed:
Solid-phase library synthesis of bi-functional derivatives of oleanolic and maslinic acids and their cytotoxicity on three cancer cell lines.
PubMed:
Phytochemistry and bioactivity of aromatic and medicinal plants from the genus Agastache (Lamiaceae).
PubMed:
Maslinic acid modulates glycogen metabolism by enhancing the insulin signaling pathway and inhibiting glycogen phosphorylase.
PubMed:
Maslinic acid induced apoptosis in bladder cancer cells through activating p38 MAPK signaling pathway.
PubMed:
Maslinic acid protects vascular smooth muscle cells from oxidative stress through Akt/Nrf2/HO-1 pathway.
PubMed:
Oleanolic and maslinic acid sensitize soft tissue sarcoma cells to doxorubicin by inhibiting the multidrug resistance protein MRP-1, but not P-glycoprotein.
PubMed:
Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
PubMed:
Membrane damaging activity of a maslinic acid analog.
PubMed:
Four new triterpenoids isolated from the resin of Garcinia hanburyi.
PubMed:
Antioxidant effects of maslinic acid in livers, hearts and kidneys of streptozotocin-induced diabetic rats: effects on kidney function.
PubMed:
Bioactive properties of the main triterpenes found in olives, virgin olive oil, and leaves of Olea europaea.
PubMed:
Effects of Syzygium aromaticum-derived triterpenes on postprandial blood glucose in streptozotocin-induced diabetic rats following carbohydrate challenge.
PubMed:
Towards cytotoxic and selective derivatives of maslinic acid.
PubMed:
Esters and amides of maslinic acid trigger apoptosis in human tumor cells and alter their mode of action with respect to the substitution pattern at C-28.
PubMed:
Maslinic acid and its in vitro anti-neoplastic effects.
PubMed:
Liquid chromatography-mass spectrometry determination in plasma of maslinic acid, a bioactive compound from Olea europaea L.
PubMed:
Antitumour activity on extrinsic apoptotic targets of the triterpenoid maslinic acid in p53-deficient Caco-2 adenocarcinoma cells.
PubMed:
Biotransformation of oleanolic and maslinic acids by Rhizomucor miehei.
PubMed:
Time course of pentacyclic triterpenoids from fruits and leaves of olive tree (Olea europaea L.) cv. Picual and cv. Cornezuelo during ripening.
PubMed:
[Chemical constituents of Rabdosia japonica var. glaucocalyx and their anti-complementary activity].
PubMed:
Antiallodynic and analgesic effects of maslinic acid, a pentacyclic triterpenoid from Olea europaea.
PubMed:
[Protective effect of maslinic acid preconditioning against oxygen-glucose deprivation- induced injuries in embryonic rat cortical neurons].
PubMed:
Maslinic acid-enriched diet decreases intestinal tumorigenesis in Apc(Min/+) mice through transcriptomic and metabolomic reprogramming.
PubMed:
Maslinic acid, a triterpenic anti-tumoural agent, interferes with cytoskeleton protein expression in HT29 human colon-cancer cells.
PubMed:
Anti-Proliferative Activities and Apoptosis Induction by Triterpenes Derived from Eriobotrya japonica in Human Leukemia Cell Lines.
PubMed:
Chemical constituents of flowers and fruits of Rabdosia excisa.
PubMed:
Assessment of the safety of maslinic acid, a bioactive compound from Olea europaea L.
PubMed:
Simultaneous determination of seven major triterpenoids in Pyrola decorata H. Andres by LC-MS method.
PubMed:
[Non-anthraquinones constituents from the roots of Knoxia valerianoides].
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:
Determination of maslinic acid, a pentacyclic triterpene from olives, in rat plasma by high-performance liquid chromatography.
PubMed:
[Chemical constituents from Sambucus chinensis].
PubMed:
Maslinic acid protects against isoproterenol-induced cardiotoxicity in albino Wistar rats.
PubMed:
Bioavailability, distribution, and antioxidative effects of selected triterpenes in mice.
PubMed:
Suppressive effect of maslinic acid on PMA-induced protein kinase C in human B-lymphoblastoid cells.
PubMed:
Efficacy of bioactive compounds from extra virgin olive oil to modulate atherosclerosis development.
PubMed:
Maslinic acid inhibits the metastatic capacity of DU145 human prostate cancer cells: possible mediation via hypoxia-inducible factor-1α signalling.
PubMed:
New terpenes from Salvia palaestina Benth. and Salvia syriaca L. growing wild in Jordan.
PubMed:
Nonsterol Triterpenoids as Major Constituents of Olea europaea.
PubMed:
A new triterpenoid from the rhizomes of Nelumbo nucifera.
PubMed:
[Study on the triterpenoids from the fruits of Ligustrum lucidum].
PubMed:
Unusual isomeric corniculatolides from mangrove, Aegiceras corniculatum.
PubMed:
Towards an efficient protocol for the determination of triterpenic acids in olive fruit: a comparative study of drying and extraction methods.
PubMed:
[Chemical constituents of Swertia hispidicalyx].
PubMed:
Targeting inflammatory pathways by triterpenoids for prevention and treatment of cancer.
PubMed:
[Chemical constituents about the stem of Rabdosia excisa].
PubMed:
Maslinic acid derivatives induce significant apoptosis in b16f10 murine melanoma cells.
PubMed:
Anti-inflammatory effects of maslinic acid, a natural triterpene, in cultured cortical astrocytes via suppression of nuclear factor-kappa B.
PubMed:
Proteomic analysis of the molecular response of Raji cells to maslinic acid treatment.
PubMed:
Maslinic acid, a natural triterpenoid compound from Olea europaea, protects cortical neurons against oxygen-glucose deprivation-induced injury.
PubMed:
[Studies on the chemical constituents from the leave of Paulownia tomentosa].
PubMed:
Maslinic acid, a natural inhibitor of glycogen phosphorylase, reduces cerebral ischemic injury in hyperglycemic rats by GLT-1 up-regulation.
PubMed:
Proteomics in the liver of gilthead sea bream (Sparus aurata) to elucidate the cellular response induced by the intake of maslinic acid.
PubMed:
Effect of olive pomace extracts on hyperlipidaemia.
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:
Multi-targeted activity of maslinic acid as an antimalarial natural compound.
PubMed:
Simultaneous qualitative and quantitative analysis of triterpenic acids, saponins and flavonoids in the leaves of two Ziziphus species by HPLC-PDA-MS/ELSD.
PubMed:
The natural triterpene maslinic acid induces apoptosis in HT29 colon cancer cells by a JNK-p53-dependent mechanism.
PubMed:
Parasitostatic effect of maslinic acid. II. Survival increase and immune protection in lethal Plasmodium yoelii-infected mice.
PubMed:
[Triterpenoids and triterpenoid saponins of Viscum liquidambaricolum].
PubMed:
Parasitostatic effect of maslinic acid. I. Growth arrest of Plasmodium falciparum intraerythrocytic stages.
PubMed:
Development of a new HPLC method with precolumn fluorescent derivatization for rapid, selective and sensitive detection of triterpenic acids in fruits.
PubMed:
Triterpenoid saponins from Symplocos lancifolia.
PubMed:
Maslinic acid induces apoptosis in salivary gland adenoid cystic carcinoma cells by Ca2+-evoked p38 signaling pathway.
PubMed:
Phenylpropanoids from the stem bark of Jacaranda mimosaefolia.
PubMed:
Antiangiogenic potential of three triterpenic acids in human liver cancer cells.
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:
Astrocytic glutamate transporter-dependent neuroprotection against glutamate toxicity: an in vitro study of maslinic acid.
PubMed:
[Studies on the chemical constituents of Ficus microcarpa].
PubMed:
Pentacyclic triterpenoids and ceramide mediate the vasorelaxant activity of Vitex cienkowskii via involvement of NO/cGMP pathway in isolated rat aortic rings.
PubMed:
Maslinic acid suppresses osteoclastogenesis and prevents ovariectomy-induced bone loss by regulating RANKL-mediated NF-κB and MAPK signaling pathways.
PubMed:
Isolation and identification of intestinal CYP3A inhibitors from cranberry (Vaccinium macrocarpon) using human intestinal microsomes.
PubMed:
Pharmacological manipulation of brain glycogenolysis as a therapeutic approach to cerebral ischemia.
PubMed:
Chemical constituents with free-radical-scavenging activities from the stem of Microcos paniculata.
PubMed:
Pentacyclic triterpenoids from olive fruit and leaf.
PubMed:
Cancer chemopreventive activity of maslinic acid: suppression of COX-2 expression and inhibition of NF-κB and AP-1 activation in Raji cells.
PubMed:
Antioxidant and antiatherogenic activities of pentacyclic triterpenic diols and acids.
PubMed:
Anticoccidial activity of maslinic acid against infection with Eimeria tenella in chickens.
PubMed:
Chemopreventive properties of phytosterols and maslinic acid extracted from Coleus tuberosus in inhibiting the expression of EBV early-antigen in Raji cells.
PubMed:
Action of a pentacyclic triterpenoid, maslinic acid, against Toxoplasma gondii.
PubMed:
Maslinic acid potentiates the anti-tumor activity of tumor necrosis factor alpha by inhibiting NF-kappaB signaling pathway.
PubMed:
Two new secoiridoid glycosides from the leaves of Olea europaea L.
PubMed:
Bioactive compounds with added value prepared from terpenes contained in solid wastes from the olive oil industry.
PubMed:
Different pathways for the deoxygenation of the A-ring of natural triterpene compounds.
PubMed:
[Chemical constituents of roots of Boehmeria nivea].
PubMed:
[Determination of triterpenoid acids in leaves of Eriobotrya japonica collected at in different seasons].
PubMed:
Synthesis and biological evaluation of heterocyclic ring-substituted maslinic acid derivatives as novel inhibitors of protein tyrosine phosphatase 1B.
PubMed:
Transformed cell suspension culture of Galphimia glauca producing sedative nor-friedelanes.
PubMed:
Fruit quality and olive leaf and stone addition affect Picual virgin olive oil triterpenic content.
PubMed:
Triterpenic content and chemometric analysis of virgin olive oils from forty olive cultivars.
PubMed:
Effects of maslinic acid, a natural triterpene, on glycogen metabolism in cultured cortical astrocytes.
PubMed:
[Chemical constituents from herbs of Swertia mileensis].
PubMed:
Novel binding studies of human serum albumin with trans-feruloyl maslinic acid.
PubMed:
[Studies on the triterpenes from loquat leaf (Eriobotrya japonica)].
PubMed:
Solution- and solid-phase synthesis and anti-HIV activity of maslinic acid derivatives containing amino acids and peptides.
PubMed:
Triterpene acids isolated from Lagerstroemia speciosa leaves as alpha-glucosidase inhibitors.
PubMed:
Triterpenoic acids of Prunella vulgaris var. lilacina and their cytotoxic activities in vitro.
PubMed:
Apolipoprotein E determines the hepatic transcriptional profile of dietary maslinic acid in mice.
PubMed:
Medicinal flowers. XXIII. New taraxastane-type triterpene, punicanolic acid, with tumor necrosis factor-alpha inhibitory activity from the flowers of Punica granatum.
PubMed:
Practical synthesis of bredemolic acid, a natural inhibitor of glycogen phosphorylase.
PubMed:
Maslinic acid, a natural triterpene from Olea europaea L., induces apoptosis in HT29 human colon-cancer cells via the mitochondrial apoptotic pathway.
PubMed:
Anti-inflammatory and antioxidant activities and constituents of Platostoma africanum P. Beauv.
PubMed:
Evaluation of gastroprotective activity of Plinia edulis (Vell.) Sobral (Myrtaceae) leaves in rats.
PubMed:
Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies.
PubMed:
Antiproliferative and apoptosis-inducing effects of maslinic and oleanolic acids, two pentacyclic triterpenes from olives, on HT-29 colon cancer cells.
PubMed:
Aldose-reductase- and protein-glycation-inhibitory principles from the whole plant of Duchesnea chrysantha.
PubMed:
Bioactivity-guided isolation of the active compounds from Rosa nutkana and quantitative analysis of ascorbic acid by HPLC.
PubMed:
Maslinic acid reduces blood glucose in KK-Ay mice.
PubMed:
Maslinic acid added to the diet increases growth and protein-turnover rates in the white muscle of rainbow trout (Oncorhynchus mykiss).
PubMed:
Antielastase and free radical scavenging activities of compounds from the stems of Cornus kousa.
PubMed:
Tyrosinase inhibitory pentacyclic triterpenes and analgesic and spasmolytic activities of methanol extracts of Rhododendron collettianum.
PubMed:
Inhibition of DNA topoisomerase I and growth inhibition of human cancer cell lines by an oleanane from Junellia aspera (Verbenaceae).
PubMed:
Triterpenoids isolated from apple peels have potent antiproliferative activity and may be partially responsible for apple's anticancer activity.
PubMed:
Production of triterpene acids by cell suspension cultures of Olea europaea.
PubMed:
Acidic triterpenes compromise growth and survival of astrocytoma cell lines by regulating reactive oxygen species accumulation.
PubMed:
Remote hydroxylation of methyl groups by regioselective cyclopalladation. Partial synthesis of hyptatic acid-A.
PubMed:
Formation of triterpenoids throughout Olea europaea fruit ontogeny.
PubMed:
Modulation of cytokine secretion by pentacyclic triterpenes from olive pomace oil in human mononuclear cells.
PubMed:
[Triterpenes from herb of Potentilla chinesis].
PubMed:
Triterpenoids from Hippophae rhamnoides L. and their nitric oxide production-inhibitory and DPPH radical-scavenging activities.
PubMed:
New glycosides from Tetracentron sinense and their cytotoxic activity.
PubMed:
(2Alpha,3beta)-2,3-dihydroxyolean-12-en-28-oic acid, a new natural triterpene from Olea europea, induces caspase dependent apoptosis selectively in colon adenocarcinoma cells.
PubMed:
Olive fruit extracts inhibit proliferation and induce apoptosis in HT-29 human colon cancer cells.
PubMed:
Maslinic acid as a feed additive to stimulate growth and hepatic protein-turnover rates in rainbow trout (Onchorhynchus mykiss).
PubMed:
Secondary metabolites from the wood bark of Durio zibethinus and Durio kutejensis.
PubMed:
Constituents of the flowers of Punica granatum.
PubMed:
Diterpenes from Leucas aspera inhibiting prostaglandin-induced contractions.
PubMed:
An efficient chemical method for separation of corsolic acid from its isomeric maslinic acid.
PubMed:
New triterpenoids isolated from the root bark of Ulmus pumila L.
PubMed:
Production of triterpenoids in liquid-cultivated hairy roots of Galphimia glauca.
PubMed:
Triterpenic compounds from "orujo" olive oil elicit vasorelaxation in aorta from spontaneously hypertensive rats.
PubMed:
Supressive effect of maslinic acid from pomace olive oil on oxidative stress and cytokine production in stimulated murine macrophages.
PubMed:
Pentacyclic triterpenes. Part 2: Synthesis and biological evaluation of maslinic acid derivatives as glycogen phosphorylase inhibitors.
PubMed:
Pentacyclic triterpenes. Part 1: the first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases.
PubMed:
Triterpenoids from the flower of Campsis grandiflora K. Schum. as human acyl-CoA: cholesterol acyltransferase inhibitors.
PubMed:
[Studies on chemical constituents in fruit of Rubus chingii].
PubMed:
Novel ceramides and a new glucoceramide from the roots of Incarvillea arguta.
PubMed:
Anti-complementary activity of triterpenoides from fruits of Zizyphus jujuba.
PubMed:
Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells.
PubMed:
Antioxidant activity of maslinic acid, a triterpene derivative obtained from Olea europaea.
PubMed:
Epoxides, cyclic sulfites, and sulfate from natural pentacyclic triterpenoids: theoretical calculations and chemical transformations.
PubMed:
Production of bioactive triterpenes by Eriobotrya japonica calli.
PubMed:
Phytochemical study and anti-inflammatory properties of Lampaya hieronymi Schum. ex Moldenke.
PubMed:
Antimicrobial triterpenoids from Licania heteromorpha.
PubMed:
Cytotoxic triterpenes from stem bark of Physocarpus intermedius.
PubMed:
Two glycosides from the stem bark of Tetracentron sinense.
PubMed:
Flavonoids and terpenoids from Luma gayana (Barn.) Burret.
PubMed:
DNA polymerase beta inhibitors from Tetracera boiviniana.
PubMed:
Anti-HIV triterpene acids from Geum japonicum.
PubMed:
Antiviral activity of new triterpenic derivatives.
PubMed:
Screening of plant constituents for effect on glucose transport activity in Ehrlich ascites tumour cells.
PubMed:
[Studies on the chemical constituents from roots of Agastache rugosa].
PubMed:
Triterpene saponins from Cylicodiscus gabunensis.
PubMed:
Cytotoxic triterpenes from a Chinese medicine, Goreishi.