Home Other Building Blocks chebulagic acid

chebulagic acid

CAS No.:
23094-71-5
Catalog Number:
AG00BF7A
Molecular Formula:
C41H30O27
Molecular Weight:
954.6607
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$189
- +
2mg
99%
1 week
United States
$273
- +
5mg
99%
1 week
United States
$390
- +
10mg
99%
1 week
United States
$590
- +
25mg
99%
1 week
United States
$1262
- +
Product Description
Catalog Number:
AG00BF7A
Chemical Name:
chebulagic acid
CAS Number:
23094-71-5
Molecular Formula:
C41H30O27
Molecular Weight:
954.6607
MDL Number:
MFCD09264640
IUPAC Name:
2-[(4R,5S,7R,25S,26R,29S,30S,31S)-13,14,15,18,19,20,31,35,36-nonahydroxy-2,10,23,28,32-pentaoxo-5-(3,4,5-trihydroxybenzoyl)oxy-3,6,9,24,27,33-hexaoxaheptacyclo[28.7.1.04,25.07,26.011,16.017,22.034,38]octatriaconta-1(37),11,13,15,17,19,21,34(38),35-nonaen-29-yl]acetic acid
InChI:
InChI=1S/C41H30O27/c42-13-1-8(2-14(43)24(13)49)35(56)68-41-34-33-31(64-39(60)12(6-19(47)48)22-23-11(38(59)67-34)5-17(46)27(52)32(23)65-40(61)30(22)55)18(63-41)7-62-36(57)9-3-15(44)25(50)28(53)20(9)21-10(37(58)66-33)4-16(45)26(51)29(21)54/h1-5,12,18,22,30-31,33-34,41-46,49-55H,6-7H2,(H,47,48)/t12-,18+,22-,30-,31+,33-,34+,41-/m0/s1
InChI Key:
HGJXAVROWQLCTP-YABCKIEDSA-N
SMILES:
OC(=O)C[C@@H]1C(=O)O[C@@H]2[C@H]3COC(=O)c4cc(O)c(c(c4c4c(C(=O)O[C@@H]2[C@@H](OC(=O)c2c5[C@H]1[C@H](O)C(=O)Oc5c(c(c2)O)O)[C@@H](O3)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c4O)O)O)O
Properties
Complexity:
1970  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
0
Exact Mass:
954.097g/mol
Formal Charge:
0
Heavy Atom Count:
68  
Hydrogen Bond Acceptor Count:
27  
Hydrogen Bond Donor Count:
13  
Isotope Atom Count:
0
Molecular Weight:
954.664g/mol
Monoisotopic Mass:
954.097g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
447A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4  
Literature
Title Journal
Gastroprotective effects of chebulagic acid against ethanol-induced gastric injury in rats. Chemico-biological interactions 20171225
Broad-spectrum antiviral activity of chebulagic acid and punicalagin against viruses that use glycosaminoglycans for entry. BMC microbiology 20130101
Inhibitory effects of polyphenols toward HCV from the mangrove plant Excoecaria agallocha L. Bioorganic & medicinal chemistry letters 20120115
Anti-hyperglycemic effect of chebulagic acid from the fruits of Terminalia chebula Retz. International journal of molecular sciences 20120101
Hydrolysable tannins of tropical almond show antifibrotic effects in TGF-β1-induced hepatic stellate cells. Journal of the science of food and agriculture 20111201
Chebulagic acid synergizes the cytotoxicity of doxorubicin in human hepatocellular carcinoma through COX-2 dependant modulation of MDR-1. Medicinal chemistry (Shariqah (United Arab Emirates)) 20110901
Hydrolyzable tannins (chebulagic acid and punicalagin) target viral glycoprotein-glycosaminoglycan interactions to inhibit herpes simplex virus 1 entry and cell-to-cell spread. Journal of virology 20110501
Biological activities of phenolic compounds isolated from galls of Terminalia chebula Retz. (Combretaceae). Natural product research 20101201
Chemical changes during fermentation of Abhayarishta and its standardization by HPLC-DAD. Natural product communications 20100401
Chebulagic acid, a COX-LOX dual inhibitor isolated from the fruits of Terminalia chebula Retz., induces apoptosis in COLO-205 cell line. Journal of ethnopharmacology 20090730
Chebulagic acid (CA) attenuates LPS-induced inflammation by suppressing NF-kappaB and MAPK activation in RAW 264.7 macrophages. Biochemical and biophysical research communications 20090327
Chebulagic acid is a potent alpha-glucosidase inhibitor. Bioscience, biotechnology, and biochemistry 20080201
Preparative isolation of hydrolysable tannins chebulagic acid and chebulinic acid from Terminalia chebula by high-speed counter-current chromatography. Journal of separation science 20060701
Suppression of the onset and progression of collagen-induced arthritis by chebulagic acid screened from a natural product library. Arthritis and rheumatism 20050101
Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia. Phytochemistry 20050101
Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies. Journal of natural products 20021201
In vitro anti-Neisseria gonorrhoeae activity of Terminalia macroptera leaves. FEMS microbiology letters 20020604
Inhibition of HIV-1 integrase by galloyl glucoses from Terminalia chebula and flavonol glycoside gallates from Euphorbia pekinensis. Planta medica 20020501
Phyllanemblinins A-F, new ellagitannins from Phyllanthus emblica. Journal of natural products 20011201
Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase. Journal of natural products 20010801
[Analysis of tannins in Fructus Chebulae and its confusion varieties by HPCE]. Yao xue xue bao = Acta pharmaceutica Sinica 20010401
Antiviral tannins from two Phyllanthus species. Planta medica 19990201
Prevention of binding of rgp120 by anti-HIV active tannins. Biochemical pharmacology 19920609
Inhibition of human immunodeficiency viral replication by tannins and related compounds. Antiviral research 19920501
Anti-AIDS agents, 2: Inhibitory effects of tannins on HIV reverse transcriptase and HIV replication in H9 lymphocyte cells. Journal of natural products 19900101
Properties