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ChemicalBook--->CAS DataBase List--->16830-15-2

16830-15-2

16830-15-2 Structure

16830-15-2 Structure
IdentificationMore
[Name]

Asiaticoside
[CAS]

16830-15-2
[Synonyms]

a-2742
CENTELASE
MADECASOL
MADECASSOL
EMdecassol
Marticassol
asiaticosid
ASIATICOSIDE
dermatologico
Asiaticosides
BlastostiMulina
ASIATICOSIDE(P)
blastoestimulina
ASIATICOSIDE hplc
Asiaticoside (30 mg)
ASIATICOSIDE WITH HPLC
Asiaticoside,Madecassol
Centella Asiatica(40%Asiatisides)
Asiaticoside, froM Centella asiatica
Gotu Kola (Centella Asiatica) (40%Asiatisides)
yl-(1→6)-β-D-glucopyranosyl ester, (2α,3β,4α)-
ranosyl-(1-4)-o-beta-d-glucopyranosyl-(1-6)-o-beta-d-glucopyranosylester
2-alpha,3-beta,23-trihydroxy-urs-12-en-28-oicacio-6-deoxy-alpha-l-mannopy
Asiaticoside Gotu Kola Extract
Urs-12-en-28-oic acid,2,3,23-trihydroxy-, O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-β-D-glucopyranos
O-6-Deoxy-a-L-mannopyranosyl-(1->4)-O-b-D-glucopyranosyl-(1->6)-b-D-glucopyranosyl ester, (2a,3b,4a)-
2α,3β,23-Trihydroxyurs-12-en-28-oic acid 6-O-[4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]-β-D-glucopyranosyl ester
O-6-Deoxy-a-L-mannopyranosyl-(1->4)-O-b-D-glucopyranosyl-(1->6)-b-D-glucopyranosyl (2a,3b,4a)-2,3,23-trihydroxyurs-12-en-28-oate
(4R)-2α,3β,23-Trihydroxyurs-12-en-28-oic acid [6-O-[4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]-β-D-glucopyranosyl] ester
Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, O-6-deoxy-.alpha.-L-mannopyranosyl-(1?4)-O-.beta.-D-glucopyranosyl-(1?6)-.beta.-D-glucopyranosyl ester, (2.alpha.,3.beta.,4.alpha.)-
(1S,2R,4aS,6aS,6bR,9S,10R,11R,12aS,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyl-oxan-2-yl)oxy-oxan-2-yl]oxymethyl]-3,4,5-trihydroxy-oxan-2-yl] (1S,2R,4aS,6aS,6bR,9S,10R,11R,12aS,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyl-oxan-2-yl)oxy-oxan-2-yl]oxymethyl]-3,4,5-trihydroxy-oxan-2-yl] (1S,2R,4aS,6aS,6bR,9S,10R,11R,12aS,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
[EINECS(EC#)]

240-851-7
[Molecular Formula]

C48H78O19
[MDL Number]

MFCD06642601
[Molecular Weight]

959.12
[MOL File]

16830-15-2.mol
Chemical PropertiesBack Directory
[Melting point ]

235-238°C
[alpha ]

D20 -14° (alc)
[Boiling point ]

1017.5±65.0 °C(Predicted)
[density ]

1.44±0.1 g/cm3(Predicted)
[vapor pressure ]

0.001Pa at 160℃
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMSO (Slightly), Ethanol (Slightly, Heated, Sonicated), Methanol (Slightly)
[form ]

neat
[pka]

12.50±0.70(Predicted)
[color ]

Crystals
[Water Solubility ]

99mg/L
[InChIKey]

WYQVAPGDARQUBT-KRQXBQLUNA-N
[LogP]

0.44 at 22℃
[CAS DataBase Reference]

16830-15-2(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

24/25
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
[RTECS ]

YU9625000
[F ]

1-10
[HS Code ]

29389090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

PETROLEUM ETHER
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyl-oxan-2-yl)oxy-oxan-2-yl]oxymethyl]-3,4,5-trihydroxy-oxan-2-yl] (1S,2R,4aS,6aS,6bR,9S,10R,11R,12aS,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate(16830-15-2).msds
Hazard InformationBack Directory
[Description]

Asiaticoside is the main saponin constituent of C. asiatica, a plant long used in the Ayurvedic system of medicine to treat a variety of ailments including dermatitis, diabetes, cough, cataract, hypertension, as well as for wound healing and improving memory. In various wound healing models, topical application (0.2-0.4%), injection (1 mg), or ingestion (1 mg/kg) of asiaticoside has been shown to increase hydroxyproline content, improve tensile strength, increase collagen synthesis and remodeling of the collagen matrix, promote epithelialization, stimulate glycosaminoglycan synthesis, and elevate antioxidant levels.
[Chemical Properties]

White powder
[Uses]

Asiatic Acid is a terpenoid saponin component isolated from Centella asiatica with antioxidant and anti-inflammatory activities. Asiaticoside has been shown to possess strong wound-healing properties and reduces scar formation.
[Uses]

wound healing, anxiolytic
[Definition]

ChEBI: Asiaticoside is a triterpenoid saponin.
[Flammability and Explosibility]

Notclassified
[Biological Activity]

Asiaticoside, a triterpenoid compound from Centella asiatica, has been shown to have anti-inflammatory, anti-renal fibrosis and tissue repair promoting effects. Asiaticoside has been shown through ex vivo and in vivo studies to reduce blood urea nitrogen (BUN) and serum creatinine (Scr) levels in a renal ischemia-reperfusion injury (IRI) model [1]. Meanwhile, Asiaticoside decreased the secretion of IL-6, IL-1β, and TNF-α, but increased the secretion of IL-10 using a dose-dependent manner. Treatment of Raw264.7 cells with lipopolysaccharide (LPS) induced an inflammatory response, but the LPS-induced effect was attenuated by the administration of asiaticoside. In addition, asiaticoside significantly inhibits LPS-induced expression of inducible nitric oxide synthase (iNOS) and promotes expression of the polarisation marker protein arginase 1. It is also a potential candidate for use as a dental wound healing agent with a maximum tolerated concentration of 0.25 mg/ml, and its mechanism of action may be related to increased Col1A1 gene expression [2].
[Safety Profile]

Questionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits acrid smoke and fumes. Promoteshealing of wounds.
[storage]

+4°C
[References]

[1] XINGYING ZHAO, JINGWEN ZHOU*; Elucidation of the Biosynthesis of Asiaticoside and Its Reconstitution in Yeast[J]. ACS Sustainable Chemistry & Engineering, 2024, 12 10: 4028-4040. DOI:10.1021/acssuschemeng.3c07046.
[2] W. H. SURIYAH. In Vitro Wound Healing Effect of Asiaticoside Extracted from Centella asiatica (‘Pegaga’) on Human Gingival Fibroblast Cell Line[J]. Materials Science Forum, 2021, 72 1: 224-229. DOI:10.4028/www.scientific.net/MSF.1025.224.
Spectrum DetailBack Directory
[Spectrum Detail]

Asiaticoside(16830-15-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

16830-15-2(sigmaaldrich)
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