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CHEBI:74448 - senegasaponin b

ChEBI IDCHEBI:74448
ChEBI Namesenegasaponin b
Stars
DefinitionA triterpenoid saponin isolated from Polygala senega var latifolia and has been shown to exhibit hypoglycemic activity.
Last Modified20 January 2014
Submitternamrata
DownloadsMolfile
FormulaC69H102O31
Net Charge0
Average Mass1427.544
Monoisotopic Mass1426.64051
SMILES[H]C(=CC(=O)O[C@@H]1[C@H](O)[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](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)O[C@@H]1C)c1ccc(OC)cc1
InChIInChI=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
InChIKeyFVWWKTQCICTOAX-XLWXACFGSA-N
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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
Citations