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Merck
모든 사진(2)

주요 문서

A2612

Sigma-Aldrich

Asiatic acid

≥98% (HPLC), from Centella asiatica

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C30H48O5
CAS Number:
Molecular Weight:
488.70
EC Number:
MDL number:
UNSPSC 코드:
12352212
PubChem Substance ID:
NACRES:
NA.25

생물학적 소스

Centella asiatica

Quality Level

분석

≥98% (HPLC)

양식

powder

저장 조건

protect from light

색상

white

mp

325-330 °C (lit.)

solubility

methanol: 1 mg/mL, clear, colorless

응용 분야

metabolomics
vitamins, nutraceuticals, and natural products

저장 온도

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

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일반 설명

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

애플리케이션

Asiatic acid has been used in the in vitro study of its cytotoxic potential in glioblastoma cells. 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.
Starting material for asiatic acid derivative synthesis for use as:
  • Anticancer agents
  • Glycogen phosphorylase inhibitors
  • Hepatoprotectants

생화학적/생리학적 작용

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. Asiatic acid also effectively inhibits the Ultraviolet A modulated signal transduction pathways and thereby can be used against UVA-induced photoaging of the skin. It has been noted to show antinociceptive and anti-inflammatory properties plus inhibitory effect on neurotoxicity induced by β-amyloid and glutamate.
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


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문서 라이브러리 방문

Byung Chul Park et al.
Cancer letters, 218(1), 81-90 (2005-01-11)
Asiatic acid (AA) is a pentacyclic triterpene found in Centella asiatica. In the present study, the mechanism of anticancer effect of AA on skin cancer was investigated. AA decreased viability and induced apoptosis in human melanoma SK-MEL-2 cells in a
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
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
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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