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Corosolic acid

CAS No.:
4547-24-4
Catalog Number:
AG00DEAY
Molecular Formula:
C30H48O4
Molecular Weight:
472.6997
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
95%
In Stock USA
United States
$64
- +
5mg
95%
In Stock USA
United States
$153
- +
10mg
95%
In Stock USA
United States
$261
- +
25mg
95%
In Stock USA
United States
$504
- +
Product Description
Catalog Number:
AG00DEAY
Chemical Name:
Corosolic acid
CAS Number:
4547-24-4
Molecular Formula:
C30H48O4
Molecular Weight:
472.6997
MDL Number:
MFCD06794973
IUPAC Name:
(1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-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
InChI:
InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
InChI Key:
HFGSQOYIOKBQOW-ZSDYHTTISA-N
SMILES:
C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H](C1(C)C)O)C(=O)O
EC Number:
610-253-4
UNII:
AMX2I57A98
Properties
Complexity:
908  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
11  
Defined Bond Stereocenter Count:
0
Exact Mass:
472.355g/mol
Formal Charge:
0
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
472.71g/mol
Monoisotopic Mass:
472.355g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
77.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.4  
Literature
Title Journal
CRA(Crosolic Acid) isolated from Actinidia valvata Dunn.Radix induces apoptosis of human gastric cancer cell line BGC823 in vitro via down-regulation of the NF-κB pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20170701
Evaluation of pentacyclic triterpenes found in Perilla frutescens for inhibition of skin tumor promotion by 12-O-tetradecanoylphorbol-13-acetate. Oncotarget 20151117
Blockade of store-operated calcium entry alleviates ethanol-induced hepatotoxicity via inhibiting apoptosis. Toxicology and applied pharmacology 20150815
Ursolic acid and its natural derivative corosolic acid suppress the proliferation of APC-mutated colon cancer cells through promotion of β-catenin degradation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140501
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. Food chemistry 20130115
[Chemical constituents from Sambucus chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501
A review of the efficacy and safety of banaba (Lagerstroemia speciosa L.) and corosolic acid. Phytotherapy research : PTR 20120301
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. Planta medica 20111001
[Chemical constituents from Exochorda racemosa]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110501
Triterpenoid saponins from Symplocos lancifolia. Journal of natural products 20110225
Bioprocess and bioreactor: next generation technology for production of potential plant-based antidiabetic and antioxidant molecules. Current medicinal chemistry 20110101
Activation of AMP-activated protein kinase on human gastric cancer cells by apoptosis induced by corosolic acid isolated from Weigela subsessilis. Phytotherapy research : PTR 20101201
Corosolic acid-induced acute kidney injury and lactic acidosis in a patient with impaired kidney function. American journal of kidney diseases : the official journal of the National Kidney Foundation 20100801
Effect of corosolic acid on dietary hypercholesterolemia and hepatic steatosis in KK-Ay diabetic mice. Biomedical research (Tokyo, Japan) 20100801
11beta-Hydroxysteroid dehydrogenase 1 inhibiting constituents from Eriobotrya japonica revealed by bioactivity-guided isolation and computational approaches. Bioorganic & medicinal chemistry 20100215
Stimulation of glucose uptake by triterpenoids from Weigela subsessilis. Phytotherapy research : PTR 20100101
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. Biological & pharmaceutical bulletin 20100101
Synthesis of 3-deoxypentacyclic triterpene derivatives as inhibitors of glycogen phosphorylase. Journal of natural products 20090801
Triterpene acids isolated from Lagerstroemia speciosa leaves as alpha-glucosidase inhibitors. Phytotherapy research : PTR 20090501
Cytotoxic, antioxidant activities and structure activity relationship of some newly synthesized terpenoidal oxaliplatin analogs. European journal of medicinal chemistry 20090201
Practical synthesis of bredemolic acid, a natural inhibitor of glycogen phosphorylase. Journal of natural products 20081101
[Triterpenoids and steroids of root of Rubus biflorus]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20081101
Oleanolic acid and its derivatives: new inhibitor of protein tyrosine phosphatase 1B with cellular activities. Bioorganic & medicinal chemistry 20080915
[Studies on the triterpenes from loquat leaf (Eriobotrya japonica)]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20080901
Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies. Journal of medicinal chemistry 20080626
Effect of corosolic acid on the hydrolysis of disaccharides. Journal of nutritional science and vitaminology 20080601
Corosolic acid stimulates glucose uptake via enhancing insulin receptor phosphorylation. European journal of pharmacology 20080414
Effect of corosolic acid on gluconeogenesis in rat liver. Diabetes research and clinical practice 20080401
Dietary corosolic acid ameliorates obesity and hepatic steatosis in KK-Ay mice. Biological & pharmaceutical bulletin 20080401
Ursolic acid: a potent inhibitor of superoxides produced in the cellular system. Phytotherapy research : PTR 20070601
[Studies on chemical constituents from Serissa serissoides]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070401
Corosolic acid isolation from the leaves of Eriobotrta japonica showing the effects on carbohydrate metabolism and differentiation of 3T3-L1 adipocytes. Asia Pacific journal of clinical nutrition 20070101
Corosolic acid prevents oxidative stress, inflammation and hypertension in SHR/NDmcr-cp rats, a model of metabolic syndrome. Life sciences 20061125
[Triterpenes from herb of Potentilla chinesis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061101
[Determination of corosolic acid in Eriobotrya japonica leaves by reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20060901
Topical anti-inflammatory activity of 2alpha-hydroxy pentacyclic triterpene acids from the leaves of Ugni molinae. Bioorganic & medicinal chemistry 20060815
Effect of corosolic acid on postchallenge plasma glucose levels. Diabetes research and clinical practice 20060801
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Chemical constituents of Glechoma longituba. Yao xue xue bao = Acta pharmaceutica Sinica 20060501
Antidiabetic effects of corosolic acid in KK-Ay diabetic mice. Biological & pharmaceutical bulletin 20060301
[Study on chemical constituents of Potentilla chinensis Ser]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060301
Pentacyclic triterpenes. Part 1: the first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases. Bioorganic & medicinal chemistry letters 20051115
Corosolic acid induces GLUT4 translocation in genetically type 2 diabetic mice. Biological & pharmaceutical bulletin 20040701
A new ursane triterpene from Monochaetum vulcanicum that inhibits DNA polymerase beta lyase. Journal of natural products 20040501
Antidiabetic activity of a standardized extract (Glucosol) from Lagerstroemia speciosa leaves in Type II diabetics. A dose-dependence study. Journal of ethnopharmacology 20030701
[Studies on chemical constituents in fruit of Eucalyptus globulus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020801
Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids. Journal of natural products 19980901
Properties