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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

Quantification of asiatic acid from plant parts of Centella asiatica L. and enhancement of its synthesis through organic elicitors in in vitro
Mohammadparast B, et al.,
Horticulture, Environment, and Biotechnology, 55(6), 578-582 (2014)
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
Flourina Kumar Thakor et al.
Molecular and cellular biochemistry, 430(1-2), 179-190 (2017-02-17)
Glioblastoma multiforme is the most common and malignant primary brain tumor in adults. Despite current treatment options including surgery followed by radiation and chemotherapy with temozolomide and cisplatin, the median survival rate remains low (<16 months). Combined with increasing drug
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
Shyh-Shyun Huang et al.
Evidence-based complementary and alternative medicine : eCAM, 2011, 895857-895857 (2011-05-18)
Asiatic acid (AA), a pentacyclic triterpene compound in the medicinal plant Centella asiatica, was evaluated for antinociceptive and anti-inflammatory effects. Treatment of male ICR mice with AA significantly inhibited the numbers of acetic acid-induced writhing responses and the formalin-induced pain

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