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CHEBI:67243 - nicotianoside II

ChEBI IDCHEBI:67243
ChEBI Namenicotianoside II
Stars
DefinitionAn 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.
Last Modified12 March 2013
Submittermwilliams
DownloadsMolfile
FormulaC44H68O22
Net Charge0
Average Mass949.006
Monoisotopic Mass948.42022
SMILESC=C[C@](C)(CC/C=C(\C)CC/C=C(\C)CC/C=C(/C)CO[C@@H]1O[C@H](COC(=O)CC(=O)O)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1O[C@H](COC(=O)CC(=O)O)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H]1O
InChIInChI=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
InChIKeyZKXDFLSRCGZCSL-AVKJSAJJSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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