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Merck
CN

546712

Asiatic acid

97%

Synonym(s):

2α,23-Dihydroxyursolic acid, Dammarolic acid, NSC 166063

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About This Item

Empirical Formula (Hill Notation):
C30H48O5
CAS Number:
464-92-6
Molecular Weight:
488.70
NACRES:
NA.22
PubChem Substance ID:
24878917
UNSPSC Code:
12352100
MDL number:
MFCD00238541
Assay:
97%

Key Documents

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InChI

1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1

SMILES string

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

InChI key

JXSVIVRDWWRQRT-UYDOISQJSA-N

assay

97%

mp

325-330 °C (lit.)

functional group

carboxylic acid, hydroxyl

Quality Level

100

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Application

Starting material for asiatic acid derivative synthesis for use as:
  • Anticancer agents
  • Glycogen phosphorylase inhibitors
  • Hepatoprotectants

Biochem/physiol Actions

Asiatic acid is commonly used in wound healing. Asiatic acid has antioxidant, anti-inflammatory and neuroprotective properties.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ2254
MKCW3249
MKCT0497
MKCQ8678
MKCK5217

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M N Nasir et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(3-4), 311-316 (2011-11-25)
The asiatic acid, a triterpenoids isolated from Centella asiatica was used to delineate its inhibitory effect on acetylcholinesterase (AChE) properties, excitatory post synaptic potential (EPSP) and locomotor activity. This study is consistent with asiatic acid having an effect on AChE
Jun Liu et al.
Diabetes/metabolism research and reviews, 26(6), 448-454 (2010-09-03)
Type 1 diabetes is a chronic condition in which the pancreas produces little or no insulin due to the loss or dysfunction of pancreatic beta cells. This study investigated the beneficial effects of asiatic acid-a triterpenoid compound-preserved beta mass and
Vinayagam Ramachandran et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 20(3-4), 230-236 (2012-10-30)
Asiatic acid (AA), a triterpenoid derivative of Centella asiatica, has shown significant biological effects of antioxidant and anti-inflammatory activities. Aim of this investigation was to evaluate the antihyperglycemic effect of AA on the activities of hepatic enzymes of carbohydrate metabolism
Xue-Lian Tang et al.
Biological & pharmaceutical bulletin, 32(8), 1399-1405 (2009-08-05)
Cancer is one of the leading causes of death in the world. The triterpenoid compound asiatic acid derived from the tropical medicinal plant Centella asiatica displays cytotoxic activity on fibroblast cells and several other kinds of cells. The present work
Jagatheesan Nataraj et al.
Nutritional neuroscience, 20(6), 351-359 (2016-02-10)
Parkinson's disease (PD) is a chronic neurodegenerative disease, manifested due to the loss of dopaminergic neurons, which ultimately leads to impaired movement in elderly populations. The pathogenesis of PD is associated with numerous factors including oxidative stress, mitochondrial dysfunction and
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