CHEBI:66158 - salzmannianoside B

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ChEBI Name salzmannianoside B
ChEBI ID CHEBI:66158
Definition A triterpenoid saponin that is the tetrasaccharide derivative of hederagenin. Isolated from Serjania salzmanniana, it exhibits antifungal and molluscicidal activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C52H84O21
Net Charge 0
Average Mass 1045.21080
Monoisotopic Mass 1044.55051
InChI InChI=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
InChIKey YEIXSARWQBTGKU-IQEICKHKSA-N
SMILES [H][C@@]1(CO[C@@]([H])(O[C@H]2CC[C@@]3(C)[C@@]([H])(CC[C@]4(C)[C@]3([H])CC=C3[C@]5([H])CC(C)(C)CC[C@@]5(CC[C@@]43C)C(O)=O)[C@]2(C)CO)[C@H](O[C@]2([H])O[C@@H](C)[C@H](O)[C@@H](O[C@]3([H])OC[C@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H]1O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Serjania salzmanniana (IPNI:785156-1) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
(via saponin )
Application(s): molluscicide
A substance used to destroy pests of the phylum Mollusca.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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}hederagenin ChEBI
Citation Waiting for Citations Type Source
8699187 PubMed citation Europe PMC
Last Modified
20 January 2014