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Asiaticoside

CAS No.:
16830-15-2
Catalog Number:
AG001Y0S
Molecular Formula:
C48H78O19
Molecular Weight:
959.1215
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%(HPLC)
In Stock USA
United States
$60
- +
10mg
98%(HPLC)
In Stock USA
United States
$96
- +
25mg
98%(HPLC)
In Stock USA
United States
$183
- +
50mg
98%(HPLC)
In Stock USA
United States
$341
- +
Product Description
Catalog Number:
AG001Y0S
Chemical Name:
Asiaticoside
CAS Number:
16830-15-2
Molecular Formula:
C48H78O19
Molecular Weight:
959.1215
MDL Number:
MFCD06642601
IUPAC Name:
[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,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
InChI:
InChI=1S/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3/t20-,21+,22-,24-,25-,26-,27-,28-,29-,30+,31-,32-,33+,34-,35-,36-,37-,38-,39+,40-,41+,42+,44+,45+,46-,47-,48+/m1/s1
InChI Key:
WYQVAPGDARQUBT-HJCNVAKJSA-N
SMILES:
OCC1OC(OCC2OC(OC(=O)C34CCC(C(C4C4=CCC5C(C4(CC3)C)(C)CCC3C5(C)CC(C(C3(C)CO)O)O)C)C)C(C(C2O)O)O)C(C(C1OC1OC(C)C(C(C1O)O)O)O)O
EC Number:
240-851-7
Properties
Complexity:
1820  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
27  
Defined Bond Stereocenter Count:
0
Exact Mass:
958.514g/mol
Formal Charge:
0
Heavy Atom Count:
67  
Hydrogen Bond Acceptor Count:
19  
Hydrogen Bond Donor Count:
12  
Isotope Atom Count:
0
Molecular Weight:
959.133g/mol
Monoisotopic Mass:
958.514g/mol
Rotatable Bond Count:
10  
Topological Polar Surface Area:
315A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.1  
Literature
Title Journal
Isolation and identification of an anti-hepatitis B virus compound from Hydrocotyle sibthorpioides Lam. Journal of ethnopharmacology 20131125
Improved in vitro and in vivo collagen biosynthesis by asiaticoside-loaded ultradeformable vesicles. Journal of controlled release : official journal of the Controlled Release Society 20120820
Growth and asiaticoside production in multiple shoot cultures of a medicinal herb, Centella asiatica (L.) Urban, under the influence of nutrient manipulations. Journal of natural medicines 20120401
Asiaticoside: attenuation of neurotoxicity induced by MPTP in a rat model of Parkinsonism via maintaining redox balance and up-regulating the ratio of Bcl-2/Bax. Pharmacology, biochemistry, and behavior 20120101
Effect of asiaticoside on 99mTc-tetrofosmin and 99mTc-sestamibi uptake in MCF-7 cells. Journal of nuclear medicine technology 20111201
Asiaticoside suppresses collagen expression and TGF-β/Smad signaling through inducing Smad7 and inhibiting TGF-βRI and TGF-βRII in keloid fibroblasts. Archives of dermatological research 20111001
Bioassay-guided isolation of anti-inflammatory, antinociceptive and wound healer glycosides from the flowers of Verbascum mucronatum Lam. Journal of ethnopharmacology 20110714
In vitro inhibitory effects of asiaticoside and madecassoside on human cytochrome P450. Toxicology in vitro : an international journal published in association with BIBRA 20110601
Investigating wound healing, tyrosinase inhibitory and antioxidant activities of the ethanol extracts of Salvia cryptantha and Salvia cyanescens using in vivo and in vitro experimental models. Journal of ethnopharmacology 20110426
Wound healing acceleration effect of endemic Ononis species growing in Turkey. Journal of ethnopharmacology 20110426
Interesting linkage between wound healing and hepatoprotective activities. Chemico-biological interactions 20110425
[The cellular and molecular mechanism of inhibitory effect of asiaticoside on capsular contracture following breast augmentation]. Zhonghua zheng xing wai ke za zhi = Zhonghua zhengxing waike zazhi = Chinese journal of plastic surgery 20110101
In vitro biological evaluation of electrospun cellulose acetate fiber mats containing asiaticoside or curcumin. Journal of biomedical materials research. Part A 20100915
Protective effects of Asiaticoside on acute liver injury induced by lipopolysaccharide/D-galactosamine in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology 20100801
In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica. Journal of ethnopharmacology 20100720
Wound healing potential of Sambucus ebulus L. leaves and isolation of an active component, quercetin 3-O-glucoside. Journal of ethnopharmacology 20100504
Upregulation of phytosterol and triterpene biosynthesis in Centella asiatica hairy roots overexpressed ginseng farnesyl diphosphate synthase. Plant cell reports 20100401
Contact dermatitis due to Centella asiatica. Contact dermatitis 20100101
Exploring the wound healing activity of Arnebia densiflora (Nordm.) Ledeb. by in vivo models. Journal of ethnopharmacology 20090706
Enrichment and purification of madecassoside and asiaticoside from Centella asiatica extracts with macroporous resins. Journal of chromatography. A 20080606
Antidepressant-like effect of asiaticoside in mice. Pharmacology, biochemistry, and behavior 20080501
[Preparation of asiaticoside and madecassoside from the extract of Centella asiatica (L.) Urb using preparative high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20080501
Inhibition of LPS-induced NO and PGE2 production by asiatic acid via NF-kappa B inactivation in RAW 264.7 macrophages: possible involvement of the IKK and MAPK pathways. International immunopharmacology 20080301
Simultaneous quantitation of three major triterpenoid glycosides in Centella asiatica extracts by high performance liquid chromatography with evaporative light scattering detection. Biomedical chromatography : BMC 20080201
Enhanced production of asiaticoside from hairy root cultures of Centella asiatica (L.) Urban elicited by methyl jasmonate. Plant cell reports 20071101
[Inhibitiory action of asiaiticoside on collagen-induced arthritis in mice]. Yao xue xue bao = Acta pharmaceutica Sinica 20070701
Evaluation of anxiolytic properties of Gotukola--(Centella asiatica) extracts and asiaticoside in rat behavioral models. Phytomedicine : international journal of phytotherapy and phytopharmacology 20061101
Anxiolytic-like effect of asiaticoside in mice. Pharmacology, biochemistry, and behavior 20061001
Cytotoxic cycloartane triterpene saponins from Actaea asiatica. Journal of natural products 20061001
Identification of triterpenoid compounds of Centella asiatica by thin-layer chromatography and mass spectrometry. Biomedical chromatography : BMC 20060201
Cloning of a cDNA probably encoding oxidosqualene cyclase associated with asiaticoside biosynthesis from Centella asiatica (L.) Urban. Plant cell reports 20050701
Inhibitory effects of Centella asiatica water extract and asiaticoside on inducible nitric oxide synthase during gastric ulcer healing in rats. Planta medica 20041201
Stimulation of asiaticoside accumulation in the whole plant cultures of Centella asiatica (L.) urban by elicitors. Plant cell reports 20041101
The healing effects of Centella extract and asiaticoside on acetic acid induced gastric ulcers in rats. Life sciences 20040319
Contact allergy to various ingredients of topical medicaments. Contact dermatitis 20030701
In vitro keratinocyte antiproliferant effect of Centella asiatica extract and triterpenoid saponins. Phytomedicine : international journal of phytotherapy and phytopharmacology 20010501
Properties