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CHEBI:66158 - salzmannianoside B

ChEBI IDCHEBI:66158
ChEBI Namesalzmannianoside B
Stars
DefinitionA triterpenoid saponin that is the tetrasaccharide derivative of hederagenin. Isolated from Serjania salzmanniana, it exhibits antifungal and molluscicidal activities.
Last Modified20 January 2014
DownloadsMolfile
FormulaC52H84O21
Net Charge0
Average Mass1045.223
Monoisotopic Mass1044.55051
SMILES[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](C)O[C@@]([H])(O[C@@H]3[C@@H](O)[C@@]([H])(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)CO[C@@]3([H])O[C@H]3CC[C@]4(C)[C@@]5([H])CC=C6[C@]7([H])CC(C)(C)CC[C@]7(C(=O)O)CC[C@@]6(C)[C@]5(C)CC[C@@]4([H])[C@]3(C)CO)[C@@H]2O)OC[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C52H84O21/c1-23-32(56)40(72-42-37(61)33(57)26(55)20-66-42)39(63)44(68-23)73-41-35(59)28(70-43-38(62)36(60)34(58)27(19-53)69-43)21-67-45(41)71-31-11-12-48(4)29(49(31,5)22-54)10-13-51(7)30(48)9-8-24-25-18-47(2,3)14-16-52(25,46(64)65)17-15-50(24,51)6/h8,23,25-45,53-63H,9-22H2,1-7H3,(H,64,65)/t23-,25-,26-,27+,28-,29+,30+,31-,32-,33-,34+,35-,36-,37+,38+,39+,40+,41+,42-,43-,44-,45-,48-,49-,50+,51+,52-/m0/s1
InChIKeyYEIXSARWQBTGKU-IQEICKHKSA-N
Species of MetaboliteComponentSourceComments
Serjania salzmanniana (IPNI:785156-1) stem (BTO:0001300) PubMed (8699187)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
molluscicide  A substance used to destroy pests of the phylum Mollusca.
ChEBI Ontology
Outgoing Relation(s)
salzmannianoside B (CHEBI:66158) has functional parent hederagenin (CHEBI:69579)
salzmannianoside B (CHEBI:66158) has role antifungal agent (CHEBI:35718)
salzmannianoside B (CHEBI:66158) has role molluscicide (CHEBI:33904)
salzmannianoside B (CHEBI:66158) has role plant metabolite (CHEBI:76924)
salzmannianoside B (CHEBI:66158) is a hydroxy monocarboxylic acid (CHEBI:35868)
salzmannianoside B (CHEBI:66158) is a pentacyclic triterpenoid (CHEBI:25872)
salzmannianoside B (CHEBI:66158) is a tetrasaccharide derivative (CHEBI:63567)
salzmannianoside B (CHEBI:66158) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name 
(3β)-3-{[α-L-arabinopyranosyl-(1→3)-6-deoxy-α-L-mannopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl]oxy}-23-hydroxyolean-12-en-28-oic acid
Synonym  Source
3-O-{[β-D-glucopyranosyl-(1→4)]-[α-L-arabinopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)]-α-L-arabinopyranosyl}hederageninChEBI
Citations