CHEBI:74453 - senegasaponin a

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name senegasaponin a
ChEBI ID CHEBI:74453
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
Download Molfile XML SDF
Formula C74H110O35
Net Charge 0
Average Mass 1559.64420
Monoisotopic Mass 1558.68277
InChI InChI=1S/C74H110O35/c1-31-54(104-43(80)16-11-33-9-12-34(96-8)13-10-33)52(89)57(107-63-53(90)56(106-65-58(91)74(95,29-78)30-98-65)55(32(2)99-63)105-60-49(86)46(83)40(27-97-60)103-61-50(87)47(84)44(81)38(25-75)101-61)64(100-31)109-67(94)72-20-19-68(3,4)23-36(72)35-14-15-41-69(5)24-37(79)59(108-62-51(88)48(85)45(82)39(26-76)102-62)71(7,66(92)93)42(69)17-18-70(41,6)73(35,28-77)22-21-72/h9-14,16,31-32,36-42,44-65,75-79,81-91,95H,15,17-30H2,1-8H3,(H,92,93)/t31-,32+,36+,37+,38-,39-,40-,41-,42-,44+,45-,46+,47+,48+,49-,50-,51-,52+,53-,54+,55+,56+,57-,58+,59+,60+,61+,62+,63+,64+,65+,69-,70-,71+,72+,73+,74-/m1/s1
InChIKey MHKVFEQHYBEOHA-JISIGWSCSA-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@]3([H])OC[C@](O)(CO)[C@H]3O)[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 a (CHEBI:74453) has functional parent 4-methoxycinnamic acid (CHEBI:48541)
senegasaponin a (CHEBI:74453) has parent hydride oleanane (CHEBI:36481)
senegasaponin a (CHEBI:74453) has role hypoglycemic agent (CHEBI:35526)
senegasaponin a (CHEBI:74453) has role plant metabolite (CHEBI:76924)
senegasaponin a (CHEBI:74453) is a cinnamate ester (CHEBI:36087)
senegasaponin a (CHEBI:74453) is a hydroxy monocarboxylic acid (CHEBI:35868)
senegasaponin a (CHEBI:74453) is a pentacyclic triterpenoid (CHEBI:25872)
senegasaponin a (CHEBI:74453) is a triterpenoid saponin (CHEBI:61778)
Incoming E-senegasaponin a (CHEBI:66464) is a senegasaponin a (CHEBI:74453)
Z-senegasaponin a (CHEBI:66465) is a senegasaponin a (CHEBI:74453)
IUPAC Name
β-D-galactopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-6-deoxy-3-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]-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