CHEBI:66665 - mannioside A

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ChEBI Name mannioside A
ChEBI ID CHEBI:66665
Definition A steroid saponin that consists of pennogenin attached to α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl residue at position 3 via a glycoidic linkage. Isolated from Dracaena mannii, it exhibits anti-inflammatory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C39H62O13
Net Charge 0
Average Mass 738.90180
Monoisotopic Mass 738.41904
InChI InChI=1S/C39H62O13/c1-18-8-13-38(47-17-18)20(3)39(46)27(52-38)15-25-23-7-6-21-14-22(9-11-36(21,4)24(23)10-12-37(25,39)5)49-35-32(45)33(29(42)26(16-40)50-35)51-34-31(44)30(43)28(41)19(2)48-34/h6,18-20,22-35,40-46H,7-17H2,1-5H3/t18-,19+,20-,22+,23-,24+,25+,26-,27+,28+,29-,30-,31-,32-,33+,34+,35-,36+,37+,38-,39-/m1/s1
InChIKey PESPHCXEIPYBIA-ROYLHSTISA-N
SMILES [H][C@@]1(CC[C@@]2(C)C(C1)=CC[C@]1([H])[C@]2([H])CC[C@@]2(C)[C@@]1([H])C[C@]1([H])O[C@]3(CC[C@@H](C)CO3)[C@@H](C)[C@]21O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@]([H])(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@H]1O
Metabolite of Species Details
Dracaena mannii (IPNI:534281-1) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
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.
(via saponin )
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing mannioside A (CHEBI:66665) has functional parent pennogenin (CHEBI:71824)
mannioside A (CHEBI:66665) has role anti-inflammatory agent (CHEBI:67079)
mannioside A (CHEBI:66665) has role metabolite (CHEBI:25212)
mannioside A (CHEBI:66665) is a 17α-hydroxy steroid (CHEBI:35342)
mannioside A (CHEBI:66665) is a disaccharide derivative (CHEBI:63353)
mannioside A (CHEBI:66665) is a organic heterohexacyclic compound (CHEBI:51914)
mannioside A (CHEBI:66665) is a oxaspiro compound (CHEBI:37948)
mannioside A (CHEBI:66665) is a steroid saponin (CHEBI:61655)
IUPAC Name
(3β,25R)-17-hydroxyspirost-5-en-3-yl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Synonyms Sources
3β,17α-dihydroxyspirost-5-ene-3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranoside ChEBI
pennogenin-3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranoside ChEBI
Registry Number Type Source
20696297 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18481024 PubMed citation Europe PMC
Last Modified
12 April 2013