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corosolic acid
2-alpha-hydroxyursolic acid

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CAS Number: 4547-24-4Picture of molecule3D/inchi
FDA UNII: AMX2I57A98
MDL:MFCD06794973
XlogP3-AA:6.40 (est)
Molecular Weight:472.70936000
Formula:C30 H48 O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Corosolic acid 98%
BOC Sciences
For experimental / research use only.
Corosolic acid >98%
Odor: characteristic
Use: Corosolic acid, that is isolated from the barks of Lagerstroemia speciosa, contains anti-angiogenic activity that can suppress FAK signaling induced by angiopoietin-1.
Changsha Organic Herb
Banaba Leaf Extract Corosolic Acid
Charkit Chemical
BANABA LEAF 1% COROSOLIC ACID LAGERSTROEMIA SPECIOSA
Coompo
For experimental / research use only.
Corosolic Acid from Plants ≥96%
Odor: characteristic
Use: Corosolic acid has properties that help stem diabetes, kill cancer cells, reduce inflammation and blood pressure, and regulate fat metabolism. Effect of corosolic acid on postchallenge plasma glucose levels. Corosolic acid (10 mg/kg) reduced the blood glucose (p<0.05) of KK-Ay mice 4 h after single oral administration when compared with the control group. However, corosolic acid did not change the plasma insulin. The muscle facilitative glucose transporter isoform 4 (GLUT4) translocation from low-density microsomal membrane to plasma membrane was significantly increased in the orally Corosolic acid significantly inhibited cell viability in both a dose- and a time-dependent manner. Corosolic acid treatment induced S cell-cycle arrest and caused apoptotic death in HeLa cells. We found that Corosolic acid increased in Bax/Bcl-2 ratios by up-regulating Bax expression, disrupted mitochondrial membrane potential and triggered the release of cytochrome c from mitochondria into the cytoplasm. Moreover, Corosolic acid treatment triggered the activation of caspase-8, -9 and -3 in HeLa cells. All these results indicate that Corosolic acid-induced apoptosis is associated with the activation of caspases via a mitochondrial pathway. Taken together, we believe that Corosolic acid could have strong potentials for clinical application in treating human cervix adenocarcinoma and improving cancer Chemotherapy.
Glentham Life Sciences
Corosolic acid
Nacalai USA
For experimental / research use only.
Corosolic Acid
Sigma-Aldrich: Sigma
For experimental / research use only.
Corosolic acid from Lagerstroemia speciosa ≥98% (HPLC)
sds
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for corosolic acid usage levels up to:
 not for fragrance use.
 
Recommendation for corosolic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :165244
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(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
Chemidplus:0004547244
 
References:
 (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
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):165244
Pubchem (sid):135121882
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB013735
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 guava
Search Trop Picture
 guava plant
Search Trop Picture
 loquat leaf
Search Trop Picture
 olive
Search Trop Picture
 
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)-
 

Articles:

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.
 
Notes:
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