CHEBI:74448 - senegasaponin b

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ChEBI Name senegasaponin b
ChEBI ID CHEBI:74448
Definition A triterpenoid saponin isolated from Polygala senega var latifolia and has been shown to exhibit hypoglycemic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C69H102O31
Net Charge 0
Average Mass 1427.52960
Monoisotopic Mass 1426.64051
InChI InChI=1S/C69H102O31/c1-29-53(97-57-48(81)44(77)38(27-90-57)95-59-49(82)45(78)42(75)36(25-70)93-59)47(80)51(84)58(91-29)98-55-52(85)54(96-41(74)16-11-31-9-12-32(89-8)13-10-31)30(2)92-61(55)100-63(88)68-20-19-64(3,4)23-34(68)33-14-15-39-65(5)24-35(73)56(99-60-50(83)46(79)43(76)37(26-71)94-60)67(7,62(86)87)40(65)17-18-66(39,6)69(33,28-72)22-21-68/h9-14,16,29-30,34-40,42-61,70-73,75-85H,15,17-28H2,1-8H3,(H,86,87)/t29-,30+,34-,35-,36+,37+,38+,39+,40+,42-,43+,44-,45-,46-,47-,48+,49+,50+,51+,52-,53-,54-,55+,56-,57-,58-,59-,60-,61-,65+,66+,67-,68-,69-/m0/s1
InChIKey FVWWKTQCICTOAX-XLWXACFGSA-N
SMILES [H]C(=CC(=O)O[C@H]1[C@@H](C)O[C@@H](OC(=O)[C@]23CCC(C)(C)C[C@@]2([H])C2=CC[C@]4([H])[C@@]5(C)C[C@H](O)[C@H](O[C@]6([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@](C)(C(O)=O)[C@]5([H])CC[C@@]4(C)[C@]2(CO)CC3)[C@H](O[C@]2([H])O[C@@H](C)[C@H](O[C@]3([H])OC[C@@H](O[C@]4([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)[C@H]1O)c1ccc(OC)cc1
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.
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): hypoglycemic agent
A drug which lowers the blood glucose level.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing senegasaponin b (CHEBI:74448) has functional parent 4-methoxycinnamic acid (CHEBI:48541)
senegasaponin b (CHEBI:74448) has parent hydride oleanane (CHEBI:36481)
senegasaponin b (CHEBI:74448) has role hypoglycemic agent (CHEBI:35526)
senegasaponin b (CHEBI:74448) has role plant metabolite (CHEBI:76924)
senegasaponin b (CHEBI:74448) is a cinnamate ester (CHEBI:36087)
senegasaponin b (CHEBI:74448) is a hydroxy monocarboxylic acid (CHEBI:35868)
senegasaponin b (CHEBI:74448) is a pentacyclic triterpenoid (CHEBI:25872)
senegasaponin b (CHEBI:74448) is a triterpenoid saponin (CHEBI:61778)
Incoming E-senegasaponin b (CHEBI:66466) is a senegasaponin b (CHEBI:74448)
Z-senegasaponin b (CHEBI:66467) is a senegasaponin b (CHEBI:74448)
IUPAC Name
β-D-galactopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-6-deoxy-α-L-mannopyranosyl-(1→2)-6-deoxy-1-O-[(2β,3β)-3-(β-D-glucopyranosyloxy)-2,23,27-trihydroxy-23,28-dioxoolean-12-en-28-yl]-4-O-[3-(4-methoxyphenyl)prop-2-enoyl]-β-D-galactopyranose
Citation Waiting for Citations Type Source
8582013 PubMed citation Europe PMC
Last Modified
20 January 2014