A2612

Asiatic acid

≥98% (HPLC), from Centella asiatica

• Synonym(s): 2α,23-Dihydroxyursolic acid, Dammarolic acid, NSC 166063
• Empirical Formula (Hill Notation): C₃₀H₄₈O₅
• CAS Number: 464-92-6
• Molecular Weight: 488.70
• NACRES: NA.25
• PubChem Substance ID: 329770790
• UNSPSC Code: 12352212
• EC Number: 482-720-9
• MDL number: MFCD00238541

Properties

• biological source: Centella asiatica
• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: powder
• storage condition: protect from light
• color: white
• mp: 325-330 °C (lit.)
• solubility: methanol: 1 mg/mL, clear, colorless
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• 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

Description

General description

Asiatic acid is a naturally occurring pentacyclic triterpenoid, obtained from Centella asiatica.[1]

Application

Starting material for asiatic acid derivative synthesis for use as:

• Anticancer agents
• Glycogen phosphorylase inhibitors
• Hepatoprotectants

Asiatic acid has been used in the in vitro study of its cytotoxic potential in glioblastoma cells[1]. It has also been used for the in vivo quantitative analysis of asiatic acid in Centella asiatica L. and in vitro study of enhancement of asiatic acid yield upon using organic elicitors.

Biochem/physiol Actions

Asiatic acid has been reported to exhibit a pernicious effect on glioblastoma, breast, liver, melanoma, and colon cancers and anti-angiogenic activity. Additionally, it can cross the blood-brain barrier and cause apoptosis in human malignant glioma and hepatoma cells.[1][2] Asiatic acid also effectively inhibits the Ultraviolet A modulated signal transduction pathways and thereby can be used against UVA-induced photoaging of the skin.[3] It has been noted to show antinociceptive and anti-inflammatory properties plus inhibitory effect on neurotoxicity induced by β-amyloid and glutamate.[4]

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

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable