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A2612

Sigma-Aldrich

Asiatsäure

≥98% (HPLC), from Centella asiatica

Synonym(e):

2α,23-Dihydroxyursolsäure, NSC 166063

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About This Item

Empirische Formel (Hill-System):
C30H48O5
CAS-Nummer:
464-92-6
Molekulargewicht:
488.70
EG-Nummer:
482-720-9
MDL-Nummer:
MFCD00238541
UNSPSC-Code:
12352212
PubChem Substanz-ID:
329770790
NACRES:
NA.25

Biologische Quelle

Centella asiatica

Qualitätsniveau

200

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

white

mp (Schmelzpunkt)

325-330 °C (lit.)

Löslichkeit

methanol: 1 mg/mL, clear, colorless

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

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

InChIKey

JXSVIVRDWWRQRT-UYDOISQJSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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

Anwendung

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

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Asiaticosid European Pharmacopoeia (EP) Reference Standard

Y0001206

Asiaticosid

Asiaticosid United States Pharmacopeia (USP) Reference Standard

USP

1043331

Asiaticosid

Asiaticosid phyproof® Reference Substance

PHL89570

Asiaticosid

Corosolsäure aus Lagerstroemia speciosa ≥98% (HPLC)

Sigma-Aldrich

G0549

Corosolsäure aus Lagerstroemia speciosa

Andrographolid analytical standard

Supelco

90281

Andrographolid

≥98% (HPLC)

Sigma-Aldrich

SML1075

Atglistatin

Andrographolid 98%

Sigma-Aldrich

365645

Andrographolid

2,4,6-Tri-(2-pyridyl)-s-triazin for spectrophotometric det. of Fe, ≥99.0% (HPLC)

Supelco

93285

2,4,6-Tri-(2-pyridyl)-s-triazin

Amphotericin B -Lösung 250 μg/mL in deionized water, 0.1 μm filtered, BioReagent, suitable for cell culture

Sigma-Aldrich

A2942

Amphotericin B -Lösung

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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