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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

Quality Level

100

Assay

97%

mp

325-330 °C (lit.)

functional group

carboxylic acid
hydroxyl

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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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW3249
MKCT0497
MKCQ8678
MKCK5217
MKCF2282

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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)
Min-fang Xu et al.
Acta pharmacologica Sinica, 33(5), 578-587 (2012-03-27)
To investigate whether asiatic acid (AA), a pentacyclic triterpene in Centella asiatica, exerted neuroprotective effects in vitro and in vivo, and to determine the underlying mechanisms. Human neuroblastoma SH-SY5Y cells were used for in vitro study. Cell viability was determined
Muthu K Shanmugam et al.
Cancer letters, 320(2), 158-170 (2012-03-13)
Over the last two decades, extensive research on plant-based medicinal compounds has revealed exciting and important pharmacological properties and activities of triterpenoids. Fruits, vegetables, cereals, pulses, herbs and medicinal plants are all considered to be biological sources of these triterpenoids
S Momtaz et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 51, 38-45 (2012-09-20)
The possible biochemical activities of the acetonic/ethanolic extract of the leaves of Maytenus procumbens (L.M.P), and its isolated compounds were investigated in the present study. In cytotoxicity assay, L.M.P showed IC(50) of 68.79, 51.22, 78.49, 76.59, and 76.64μg/ml on Caco-2
M N Nasir et al.
Journal of ethnopharmacology, 134(2), 203-209 (2010-12-21)
Centella asiatica has a reputation to restore declining cognitive function in traditional medicine. To date, only a few compounds that show enhancing learning and memory properties are available. Therefore, the present study investigates the effects of for acute administration of
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