CHEBI:66157 - salzmannianoside A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name salzmannianoside A
ChEBI ID CHEBI:66157
Definition A triterpenoid saponin that consists of gypsogenin attached to a α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl] residue at position 3 via a glycosidic linkage. Isolated from Serjania salzmanniana, it exhibits antifungal and molluscicidal activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C47H74O17
Net Charge 0
Average Mass 911.08030
Monoisotopic Mass 910.49260
InChI InChI=1S/C47H74O17/c1-22-30(50)33(53)35(55)38(60-22)64-37-32(52)26(62-39-36(56)34(54)31(51)25(19-48)61-39)20-59-40(37)63-29-11-12-43(4)27(44(29,5)21-49)10-13-46(7)28(43)9-8-23-24-18-42(2,3)14-16-47(24,41(57)58)17-15-45(23,46)6/h8,21-22,24-40,48,50-56H,9-20H2,1-7H3,(H,57,58)/t22-,24-,25+,26-,27+,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,43-,44-,45+,46+,47-/m0/s1
InChIKey SKHHYJVYSRMYHD-YDIXZRNLSA-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)C=O)[C@H](O[C@]2([H])O[C@@H](C)[C@H](O)[C@@H](O)[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 A (CHEBI:66157) has functional parent gypsogenin (CHEBI:5580)
salzmannianoside A (CHEBI:66157) has role antifungal agent (CHEBI:35718)
salzmannianoside A (CHEBI:66157) has role molluscicide (CHEBI:33904)
salzmannianoside A (CHEBI:66157) has role plant metabolite (CHEBI:76924)
salzmannianoside A (CHEBI:66157) is a monocarboxylic acid (CHEBI:25384)
salzmannianoside A (CHEBI:66157) is a pentacyclic triterpenoid (CHEBI:25872)
salzmannianoside A (CHEBI:66157) is a trisaccharide derivative (CHEBI:63571)
salzmannianoside A (CHEBI:66157) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3β)-3-{[6-deoxy-α-L-mannopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl]oxy}-23-oxoolean-12-en-28-oic acid
Synonym Source
3-O-{[β-D-glucopyranosyl-(1→4)]-[α-L-rhamnopyranosyl-(1→2)]-α-L-arabinopyranosyl}gypsogenin ChEBI
Citation Waiting for Citations Type Source
8699187 PubMed citation Europe PMC
Last Modified
20 January 2014