| Identification | More | [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 |
| Questions And Answer | Back Directory | [Preparation]
Weigh 500g of pulverized Centella asiatica powder, soak it in 2500ml of 75% ethanol aqueous solution, and extract it ultrasonically four times at 50℃ for one hour each time. Filter the extract, combine the filtrates, and concentrate under reduced pressure to obtain 20.5g of extract. Dissolve the extract in 200ml of water, and extract it three times with an equal volume of petroleum ether. Extract the lower phase aqueous solution four times with an equal volume of ethyl acetate, and collect the lower phase aqueous solution. Extract it three times with an equal volume of n-butanol and ethyl acetate mixed solvent (1:1 volume ratio) from the collected lower phase aqueous solution. Combine the upper phase extracts, decolorize the extract with activated carbon, and concentrate the decolorized extract under reduced pressure to obtain 7.3g of total Asiaticoside. Dissolve the total Asiaticoside in 10 times the volume of methanol, filter, concentrate the filtrate, and recrystallize it with 90% ethanol aqueous solution at room temperature to obtain 3.3g of high-purity Asiaticoside with a purity of 90% and a yield of 0.66%. |
| Chemical Properties | Back 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 | [Major Application]
food and beverages | [Cosmetics Ingredients Functions]
ANTIOXIDANT
SKIN CONDITIONING
PERFUMING | [InChIKey]
WYQVAPGDARQUBT-KRQXBQLUNA-N | [LogP]
0.44 at 22℃ | [CAS DataBase Reference]
16830-15-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
24/25 | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3
| [RTECS ]
YU9625000
| [F ]
1-10 | [REACH Registrations]
Active | [HS Code ]
29389090 | [Storage Class]
11 - Combustible Solids |
| 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 Information | Back 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.1,2,3,4 | [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.
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J & K SCIENTIFIC LTD.
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China Langchem Inc.
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