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Madecassic acid

CAS No.:
18449-41-7
Catalog Number:
AG00I1H4
Molecular Formula:
C30H48O6
Molecular Weight:
504.6985
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
≥95%
1 week
United States
$91
- +
250mg
≥95%
1 week
United States
$139
- +
500mg
≥95%
1 week
United States
$172
- +
1g
≥95%
1 week
United States
$223
- +
Product Description
Catalog Number:
AG00I1H4
Chemical Name:
Madecassic acid
CAS Number:
18449-41-7
Molecular Formula:
C30H48O6
Molecular Weight:
504.6985
MDL Number:
MFCD11559128
IUPAC Name:
(1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
InChI:
InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1
InChI Key:
PRAUVHZJPXOEIF-AOLYGAPISA-N
SMILES:
OCC1(C)C(O)C(O)CC2(C1C(O)CC1(C2CC=C2C1(C)CCC1(C2C(C)C(CC1)C)C(=O)O)C)C
EC Number:
606-031-1
UNII:
M7O1N24J82
Properties
Complexity:
963  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
13  
Defined Bond Stereocenter Count:
0
Exact Mass:
504.345g/mol
Formal Charge:
0
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
504.708g/mol
Monoisotopic Mass:
504.345g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
118A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.4  
Literature
Title Journal
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. Bioorganic & medicinal chemistry 20121115
[Studies on fingerprints of Centella asiatica by HPLC]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110101
In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica. Journal of ethnopharmacology 20100720
Association (micellization) and partitioning of aglycon triterpenoids. Journal of colloid and interface science 20080915
Oleanolic acid and its derivatives: new inhibitor of protein tyrosine phosphatase 1B with cellular activities. Bioorganic & medicinal chemistry 20080915
Structure-based development of novel adenylyl cyclase inhibitors. Journal of medicinal chemistry 20080814
Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies. Journal of medicinal chemistry 20080626
Molecular dynamics simulation and thermodynamic modeling of the self-assembly of the triterpenoids asiatic acid and madecassic acid in aqueous solution. The journal of physical chemistry. B 20080227
[Separation and determination of madecassic acid in triterpenic genins of Centella asiatica by high performance liquid chromatography using beta-cyclodextrin as mobile phase additive]. Se pu = Chinese journal of chromatography 20070501
Identification of triterpenoid compounds of Centella asiatica by thin-layer chromatography and mass spectrometry. Biomedical chromatography : BMC 20060201
Gene expression changes in the human fibroblast induced by Centella asiatica triterpenoids. Planta medica 20030801
Properties