Natural Product (NP) Details

General Information of the NP (ID: NP9855)
Name
Asiaticoside
Synonyms
Asiaticoside; Madecassol; Centelase; 16830-15-2; Asiaticosid; UNII-PKO39VY215; Emdecassol; Dermatologico; Blastoestimulina; PKO39VY215; CHEBI:79928; Blastostimulina; Marticassol; Ba 2742; CCRIS 8995; Madecassol (TN); Asiaticoside, 21; EINECS 240-851-7; NSC 36002; NSC 166062; BRN 0078195; 4-17-00-03627 (Beilstein Handbook Reference); CHEMBL1684590; BDBM23211; HY-N0439; AKOS037514554; ZINC253529453; DB14081; (O-alpha-L-Rhamnopyranoxyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl)-2alpha,3beta,23-trihydroxy-12-ursen-28-oat; 2alpha,3beta,23-Trihydroxy-urs-12-en-28-saeure(O-alpha-L-rhamnopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl)ester; O-6-Desoxy-alpha-L-mannopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl 2alpha,3beta,23-trihydroxy-12-ursen-28-at; CS-0008960; C15428; D07576; A810959; Q27149094; (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-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-carboxylic acid [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxyme; [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-3,4-bis(oxidanyl)oxan-2-yl]oxymethyl]-3,4,5-tris(oxidanyl)oxan-2-yl] (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-9-(hydroxymethyl); O-6-Deoxy-alpha-L-mannopyranosyl-(1.4)-O-beta-D-glucopyranosyl-(1.6)-beta-D-glucopyranosyl (2alpha,3beta,4alpha)-2,3,23-trihydroxyurs-12-en-28-oate; 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, (2alpha,3beta,4alpha)-; Urs-12-en-28-oic acid, 2-alpha,3-beta,23-trihydroxy-, O-6-deoxy-alpha-L-mannopyranosyl-(1-4)-o-beta-D-glucopyranosyl-(1-6)-o-beta-D-glucopyranosyl ester
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Species Origin Centella asiatica ...     Click to Show/Hide
Centella asiatica
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Apiales
Family: Apiaceae
Genus: Centella
Species: Centella asiatica
Disease Unspecific body region injury [ICD-11: ND56.Z] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C48H78O19
PubChem CID
11954171
Canonical SMILES
CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
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
InChIKey
WYQVAPGDARQUBT-FGWHUCSPSA-N
CAS Number
CAS 16830-15-2
ChEBI ID
CHEBI:79928
Herb ID
HBIN017061
SymMap ID
SMIT00690
TCMSP ID
MOL007328
TTD Drug ID
D0P2IT
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Rapamycin      Multiple myeloma     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression TGFB1  Molecule Info 
Pathway MAP
                    In-vitro Model Human aortic smooth muscle cell Healthy Homo sapiens
Human aortic fibroblasts Healthy Homo sapiens
Human coronary artery endothelial cells Healthy Homo sapiens
                    Experimental
                    Result(s)		 Asiaticoside combined with rapamycin may be effective in the reduction of ISR.
    β. A List of Drug(s) Whose Adverse Effect can be Decreased by This NP
          Ionizing radiation      Renal Insufficiency     Click to Show/Hide the Molecular Data of This Drug
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model C57BL/6J mice (8-10 weeks old, male), which have been shown to be radiation sensitive, were housed five animals per cage under controlled conditions and received standard laboratory diet through the course of the experiment.
                    Experimental
                    Result(s)		 AC is able to prevent radiation-initiated genotoxicity by mitigating DNA damage.
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Reference 2 Combination treatment with asiaticoside and rapamycin: A new hope for in-stent restenosis. Exp Ther Med. 2013 Aug;6(2):557-561.
Reference 3 Protective Effect of Asiaticoside on Radiation-induced Proliferation Inhibition and DNA Damage of Fibroblasts and Mice Death. Open Life Sci. 2020 Apr 6;15:145-151.
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