CHEBI:67243 - nicotianoside II

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ChEBI Name nicotianoside II
ChEBI ID CHEBI:67243
Definition An acyclic diterpene glycoside consisting of a 20-hydroxygeranyllinalool skeleton conjugated to a malonylglucosyl residue at C-20 and a rhamnosyl(malonyl)glucosyl moiety at C-3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C44H68O22
Net Charge 0
Average Mass 948.99750
Monoisotopic Mass 948.42022
InChI InChI=1S/C44H68O22/c1-7-44(6,66-43-39(58)36(55)40(27(64-43)21-60-31(50)18-29(47)48)65-42-38(57)34(53)32(51)25(5)62-42)16-10-15-23(3)12-8-11-22(2)13-9-14-24(4)19-61-41-37(56)35(54)33(52)26(63-41)20-59-30(49)17-28(45)46/h7,11,14-15,25-27,32-43,51-58H,1,8-10,12-13,16-21H2,2-6H3,(H,45,46)(H,47,48)/b22-11+,23-15+,24-14-/t25-,26+,27+,32-,33+,34+,35-,36+,37+,38+,39+,40+,41+,42-,43-,44+/m0/s1
InChIKey ZKXDFLSRCGZCSL-AVKJSAJJSA-N
SMILES C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]2COC(=O)CC(O)=O)O[C@@](C)(CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CO[C@@H]2O[C@H](COC(=O)CC(O)=O)[C@@H](O)[C@H](O)[C@H]2O)C=C)[C@H](O)[C@H](O)[C@H]1O
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nicotianoside II (CHEBI:67243) has functional parent lyciumoside IV (CHEBI:67240)
nicotianoside II (CHEBI:67243) has role metabolite (CHEBI:25212)
nicotianoside II (CHEBI:67243) is a disaccharide derivative (CHEBI:63353)
nicotianoside II (CHEBI:67243) is a diterpene glycoside (CHEBI:71939)
IUPAC Name
(3S,6E,10E,14Z)-16-{[6-O-(carboxyacetyl)-β-D-glucopyranosyl]oxy}-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-3-yl 6-O-(carboxyacetyl)-4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Citations Waiting for Citations Types Sources
20081114 PubMed citation Europe PMC
20701244 PubMed citation Europe PMC
Last Modified
12 March 2013