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3-O-[beta-D-glucopyranosyl]-28-O-[alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranosyl]asiatic acid

Go to external page http://purl.obolibrary.org/obo/CHEBI_68379

A triterpenoid saponin that is asiatic acid attached to a a beta-D-glucopyranosyl residue at position 3 and a alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranosyl residue at position 28. Isolated from the methanolic extract of the leaves of Symplocos lancifolia, it exhibits antibacterial activity.

Term info

Label

3-O-[beta-D-glucopyranosyl]-28-O-[alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranosyl]asiatic acid

Synonyms
  • 2-O-(6-deoxy-alpha-L-mannopyranosyl)-1-O-[(2alpha,3beta)-3-(beta-D-glucopyranosyloxy)-2,23-dihydroxy-28-oxours-12-en-28-yl]-beta-D-glucopyranose
database cross reference
Subsets

3_STAR

IUPAC NAME
2-O-(6-deoxy-alpha-L-mannopyranosyl)-1-O-[(2alpha,3beta)-3-(beta-D-glucopyranosyloxy)-2,23-dihydroxy-28-oxours-12-en-28-yl]-beta-D-glucopyranose [ IUPAC ]

charge

0

formula

C48H78O19

has obo namespace

chebi_ontology

id

CHEBI:68379

inchi

InChI=1S/C48H78O19/c1-20-10-13-48(43(61)67-42-38(35(58)32(55)26(18-50)64-42)65-40-36(59)33(56)30(53)22(3)62-40)15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(52)39(45(5,19-51)27(44)11-12-47(28,46)7)66-41-37(60)34(57)31(54)25(17-49)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

QGCLLCJIKJBHAU-OFUNTZFBSA-N

mass

959.12150

monoisotopicmass

958.51373

smiles

[H][C@]1(O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(=O)[C@]12CC[C@@H](C)[C@H](C)[C@@]1([H])C1=CC[C@]3([H])[C@@]4(C)C[C@@H](O)[C@H](O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@](C)(CO)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC2