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546712

Sigma-Aldrich

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
MDL number:
MFCD00238541
UNSPSC Code:
12352100
PubChem Substance ID:
24878917
NACRES:
NA.22

Assay

97%

mp

325-330 °C (lit.)

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

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

InChI key

JXSVIVRDWWRQRT-UYDOISQJSA-N

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Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kaudjhis Patrick Ulrich N'deh et al.
Nanomaterials (Basel, Switzerland), 10(3) (2020-03-19)
Biocompatibility is very important for cell growth using 3D printers, but biocompatibility materials are very expensive. In this study, we investigated the possibility of cell culture by the surface modification of relatively low-cost industrial materials and an efficient three-dimensional (3D)
Sreenath Nandakumar Nair et al.
Rapid communications in mass spectrometry : RCM, 26(17), 1899-1908 (2012-08-01)
Asiatic acid (AA), a pentacyclic triterpene from Centella asiatica (L.) Urban, has shown numerous therapeutic activities. However, none of the published works to date has used high-performance liquid chromatography/tandem mass spectrometry (HPLC/MS/MS) for determination of AA from biological fluids. Therefore
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
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
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
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