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Asiaticoside

CAT: 0957-S3616-02Size: 25 mgDry Ice: YesHazardous: No
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CAT#:0957-S3616-02Size:25 mg
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Description
Asiaticoside (Ba 2742, BRN0078195, CCRIS8995, NSC166062, Emdecassol, Madecassol), the major active principle of Centella asiatica, prevents ultraviolet A-dependent photoaging by suppressing ultraviolet A-induced reactive oxygen species production. It also decreases DNA binding by MITF.
CAS Number
16830-15-2
Synonyms
Ba 2742, BRN0078195, CCRIS8995, NSC166062, Emdecassol, Madecassol
Target
ROS
Activity
NF-κB
Molecular Formula
C48H78O19
Storage Conditions
2 years -80 in solvent

Chemical Information

Asiaticoside

Asiaticoside is a triterpenoid saponin that is a trisaccharide derivative of asiatic acid. Isolated from Centella asiatica, it exhibits anti-inflammatory, antioxidant and wound-healing properties. It has a role as an antioxidant, an antifibrotic agent, an antidepressant, an antineoplastic agent, a neuroprotective agent, an anti-inflammatory agent, a vulnerary and a plant metabolite. It is a pentacyclic triterpenoid, a carboxylic ester, a triterpenoid saponin and a trisaccharide derivative. It is functionally related to an asiatic acid.

CAS Number16830-15-2
PubChem CID11954171
IUPAC Name[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-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,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-carboxylate
Molecular FormulaC48H78O19
Molecular Weight959.1
XLogP0.1
Topological Polar Surface Area315
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count19
Rotatable Bond Count10
Heavy Atom Count67
Formal Charge0
Complexity1820
SMILES
C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O)O)O)O
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
InChIKey
WYQVAPGDARQUBT-FGWHUCSPSA-N
Chemical Structure
2D Structure
2D structure of Asiaticoside
CAS: 16830-15-2
CID: 11954171
Formula: C48H78O19
MW: 959.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight959.1
XLogP30.1
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count19
Rotatable Bond Count10
Exact Mass958.51373025
Monoisotopic Mass958.51373025
Topological Polar Surface Area315 Ų
Heavy Atom Count67
Formal Charge0
Complexity1820
Isotope Atom Count0
Defined Atom Stereocenter Count27
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
299956Asiaticoside
OM08291-01Asiaticoside A

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