corosolic acid

2-alpha-hydroxyursolic acid

CAS: 4547-24-4 C30 H48 O4 MW: 472.70936000

Identification

Namecorosolic acid
CAS Number4547-24-4
FDA UNIIAMX2I57A98
Molecular FormulaC30 H48 O4
Molecular Weight472.70936000
MDL NumberMFCD06794973

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 573.33 °C. @ 760.00 mm Hg (est)
Flash Point 598.00 °F. TCC ( 314.60 °C. ) (est)
logP (o/w) 7.113 (est)
Soluble in water, 0.004249 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for corosolic acid usage levels up tonot for fragrance use.
Recommendation for corosolic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

guava guava plant loquat leaf olive

Synonyms

(1S,2R,4aS,6aR,6aS,6bR,10R,11R,12aR,14bR)-10,11- dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid 2-alpha- hydroxyursolic acid urs-12-en-28-oic acid, 2,3-dihydroxy-, (2alpha,3beta)- PubMed: Lagerstroemia speciosa L. Attenuates Apoptosis in Isoproterenol-Induced Cardiotoxic Mice by Inhibiting Oxidative Stress: Possible Role of Nrf2/HO-1. PubMed: Quantitative determination of corosolic acid in rat plasma by LC-MS/MS-ESI: Application to a pharmacokinetic study. PubMed: A Novel Strategy for Inducing the Antitumor Effects of Triterpenoid Compounds: Blocking the Protumoral Functions of Tumor-Associated Macrophages via STAT3 Inhibition. PubMed: A new triterpenoid glycoside from Vitex negundo. PubMed: Ursolic acid and its natural derivative corosolic acid suppress the proliferation of APC-mutated colon cancer cells through promotion of β-catenin degradation. PubMed: Corosolic acid induces apoptotic cell death in HCT116 human colon cancer cells through a caspase-dependent pathway. PubMed: Chemical constituents and cytotoxic effect of the main compounds of Lythrum salicaria L. PubMed: Glucosidase inhibitory activity and antioxidant activity of flavonoid compound and triterpenoid compound from Agrimonia Pilosa Ledeb. PubMed: Simultaneous determination of corosolic acid and euscaphic acid in the plasma of normal and diabetic rat after oral administration of extract of Potentilla discolor Bunge by high-performance liquid chromatography/electrospray ionization mass spectrometry. PubMed: Corosolic acid enhances the antitumor effects of chemotherapy on epithelial ovarian cancer by inhibiting signal transducer and activator of transcription 3 signaling. PubMed: Purification of Two Triterpenoids from Schisandra chinensis by Macroporous Resin Combined with High-Speed Counter-Current Chromatography. PubMed: Application of high-speed counter-current chromatography for isolation of triterpenes from Schisandra Chinensis (Turcz.) Baill and induction apoptosis mechanism of HSC-T6. PubMed: Two new stereoisomeric antioxidant triterpenes from Potentilla fulgens. PubMed: Cytotoxic activity of ursolic acid derivatives obtained by isolation and oxidative derivatization. PubMed: [Chemical constituents of Rabdosia japonica var. glaucocalyx and their anti-complementary activity]. PubMed: [Triterpenes from aerial parts of Clematoclethra scandens subsp. actinidioides]. PubMed: Corosolic acid induces apoptotic cell death in human lung adenocarcinoma A549 cells in vitro. PubMed: Anti-Proliferative Activities and Apoptosis Induction by Triterpenes Derived from Eriobotrya japonica in Human Leukemia Cell Lines. PubMed: Corosolic acid impairs tumor development and lung metastasis by inhibiting the immunosuppressive activity of myeloid-derived suppressor cells. PubMed: A new ursane-type nor-triterpenoid from the leaves of Eucommia ulmoides Oliv. 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: Management of Diabetes and Its Complications with Banaba (Lagerstroemia speciosa L.) and Corosolic Acid. PubMed: One new pyrroline compound from Callistemon viminalis (Sol. Ex Gaertner) G.Don Ex Loudon. PubMed: [Chemical constituents from Sambucus chinensis]. PubMed: In vitro and in vivo inhibitory activities of four Indian medicinal plant extracts and their major components on rat aldose reductase and generation of advanced glycation endproducts. PubMed: Bioavailability, distribution, and antioxidative effects of selected triterpenes in mice. PubMed: Corosolic acid ameliorates atherosclerosis in apolipoprotein E-deficient mice by regulating the nuclear factor-κB signaling pathway and inhibiting monocyte chemoattractant protein-1 expression. PubMed: A review of the efficacy and safety of banaba (Lagerstroemia speciosa L.) and corosolic acid. PubMed: Sesquiterpenoids and norterpenoids from Vitex negundo. PubMed: Oleanolic acid inhibits macrophage differentiation into the M2 phenotype and glioblastoma cell proliferation by suppressing the activation of STAT3. PubMed: [Chemical constituents from Exochorda racemosa]. PubMed: Determination of corosolic acid, a natural potential anti-diabetes compound, in rat plasma by high-performance liquid chromatography-mass spectrometry and its application to pharmacokinetic and bioavailability studies. PubMed: Corosolic Acid Triggers Mitochondria and Caspase-dependent Apoptotic Cell Death in Osteosarcoma MG-63 Cells. PubMed: Bioprocess and bioreactor: next generation technology for production of potential plant-based antidiabetic and antioxidant molecules. PubMed: [An optimized method for extracting corosolic acid from loquat leaves]. PubMed: Corosolic acid inhibits glioblastoma cell proliferation by suppressing the activation of signal transducer and activator of transcription-3 and nuclear factor-kappa B in tumor cells and tumor-associated macrophages. PubMed: Effect of corosolic acid on dietary hypercholesterolemia and hepatic steatosis in KK-Ay diabetic mice. PubMed: Isolation and identification of intestinal CYP3A inhibitors from cranberry (Vaccinium macrocarpon) using human intestinal microsomes. PubMed: Corosolic acid-induced acute kidney injury and lactic acidosis in a patient with impaired kidney function. PubMed: Regulation and improvement of triterpene formation in plant cultured cells of Eriobotrya japonica Lindl. PubMed: Activation of AMP-activated protein kinase on human gastric cancer cells by apoptosis induced by corosolic acid isolated from Weigela subsessilis. PubMed: Down-regulation of human epidermal growth factor receptor 2/neu oncogene by corosolic acid induces cell cycle arrest and apoptosis in NCI-N87 human gastric cancer cells. PubMed: Antidiabetic medicinal plants as a source of alpha glucosidase inhibitors. PubMed: 11beta-Hydroxysteroid dehydrogenase 1 inhibiting constituents from Eriobotrya japonica revealed by bioactivity-guided isolation and computational approaches. PubMed: [Determination of triterpenoid acids in leaves of Eriobotrya japonica collected at in different seasons]. PubMed: Plant-based corosolic acid: future anti-diabetic drug? PubMed: Synthesis of 3-deoxypentacyclic triterpene derivatives as inhibitors of glycogen phosphorylase. PubMed: [Chemical constituents from roots of Phlomis umbrosa]. PubMed: Stimulation of glucose uptake by triterpenoids from Weigela subsessilis. PubMed: Corosolic acid induces apoptosis through mitochondrial pathway and caspase activation in human cervix adenocarcinoma HeLa cells. PubMed: Corosolic acid stimulates osteoblast differentiation by activating transcription factors and MAP kinases. PubMed: [Triterpenoids and steroids of root of Rubus biflorus]. PubMed: [Studies on the triterpenes from loquat leaf (Eriobotrya japonica)]. PubMed: Triterpene acids isolated from Lagerstroemia speciosa leaves as alpha-glucosidase inhibitors. PubMed: Active compounds from Lagerstroemia speciosa, insulin-like glucose uptake-stimulatory/inhibitory and adipocyte differentiation-inhibitory activities in 3T3-L1 cells. PubMed: Practical synthesis of bredemolic acid, a natural inhibitor of glycogen phosphorylase. PubMed: Anti-inflammatory and antioxidant activities and constituents of Platostoma africanum P. Beauv. PubMed: Effect of corosolic acid on the hydrolysis of disaccharides. PubMed: New antibacterial pentacyclic triterpenes from Myricaria elegans Royle. (tamariscineae). PubMed: Urease inhibitor from Datisca cannabina linn. PubMed: Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies. PubMed: A new pancreatic lipase inhibitor isolated from the roots of Actinidia arguta. PubMed: Dietary corosolic acid ameliorates obesity and hepatic steatosis in KK-Ay mice. PubMed: Corosolic acid stimulates glucose uptake via enhancing insulin receptor phosphorylation. PubMed: Antidiabetes and Anti-obesity Activity of Lagerstroemia speciosa. PubMed: Effect of corosolic acid on gluconeogenesis in rat liver. PubMed: Pentacyclic triterpenes. Part 5: synthesis and SAR study of corosolic acid derivatives as inhibitors of glycogen phosphorylases. PubMed: [Studies on chemical constituents from Serissa serissoides]. PubMed: Corosolic acid isolation from the leaves of Eriobotrta japonica showing the effects on carbohydrate metabolism and differentiation of 3T3-L1 adipocytes. PubMed: Asiatic acid and corosolic acid enhance the susceptibility of Pseudomonas aeruginosa biofilms to tobramycin. PubMed: Ursolic acid: a potent inhibitor of superoxides produced in the cellular system. PubMed: [Triterpenes from herb of Potentilla chinesis]. PubMed: [Determination of corosolic acid in Eriobotrya japonica leaves by reversed-phase high performance liquid chromatography]. PubMed: Corosolic acid prevents oxidative stress, inflammation and hypertension in SHR/NDmcr-cp rats, a model of metabolic syndrome. PubMed: [Study on chemical constituents of Potentilla chinensis Ser]. PubMed: Chemical constituents of Glechoma longituba. PubMed: Antidiabetic agents from medicinal plants. PubMed: Topical anti-inflammatory activity of 2alpha-hydroxy pentacyclic triterpene acids from the leaves of Ugni molinae. PubMed: Anti-complementary activity of ursane-type triterpenoids from Weigela subsessilis. PubMed: Effect of corosolic acid on postchallenge plasma glucose levels. PubMed: Inhibition of protein tyrosine phosphatase 1B by ursane-type triterpenes isolated from Symplocos paniculata. PubMed: Antidiabetic effects of corosolic acid in KK-Ay diabetic mice. PubMed: Inhibitory effect on TNF-alpha-induced IL-8 production in the HT29 cell of constituents from the leaf and stem of Weigela subsessilis. 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: Antiproliferative constituents from Umbelliferae plants VII. Active triterpenes and rosmarinic acid from Centella asiatica. PubMed: Corosolic acid induces GLUT4 translocation in genetically type 2 diabetic mice. PubMed: Triterpene acids from the leaves of Perilla frutescens and their anti-inflammatory and antitumor-promoting effects. PubMed: Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells. PubMed: Ursane- and oleanane-type triterpenes from Ternstroemia gymnanthera callus tissues. PubMed: Antidiabetic activity of a standardized extract (Glucosol) from Lagerstroemia speciosa leaves in Type II diabetics. A dose-dependence study. PubMed: [Studies on chemical constituents in fruit of Eucalyptus globulus]. PubMed: Structure determination of a new lupane-type triterpene, tiarellic acid, isolated from Tiarella polyphylla. PubMed: [Isolation and identification of triterpenoids from Rubus alceaefolius Poir]. PubMed: Corosolic acid isolated from the fruit of Crataegus pinnatifida var. psilosa is a protein kinase C inhibitor as well as a cytotoxic agent.