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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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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
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
Chandagirikoppal V Kavitha et al.
PloS one, 6(8), e22745-e22745 (2011-08-10)
Malignant gliomas are one of the most devastating and incurable tumors. Sustained excessive angiogenesis by glioma cells is the major reason for their uncontrolled growth and resistance toward conventional therapies resulting in high mortality. Therefore, targeting angiogenesis should be a
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