CHEBI:66469 - senegin III

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ChEBI Name senegin III
ChEBI ID CHEBI:66469
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 C75H112O35
Net Charge 0
Average Mass 1573.67080
Monoisotopic Mass 1572.69842
InChI InChI=1S/C75H112O35/c1-30-44(81)48(85)53(90)63(99-30)107-59-58(105-43(80)17-12-33-10-13-34(97-9)14-11-33)32(3)101-67(60(59)108-64-56(93)51(88)57(31(2)100-64)106-62-52(89)47(84)40(28-98-62)104-65-54(91)49(86)45(82)38(26-76)102-65)110-69(96)74-21-20-70(4,5)24-36(74)35-15-16-41-71(6)25-37(79)61(109-66-55(92)50(87)46(83)39(27-77)103-66)73(8,68(94)95)42(71)18-19-72(41,7)75(35,29-78)23-22-74/h10-15,17,30-32,36-42,44-67,76-79,81-93H,16,18-29H2,1-9H3,(H,94,95)/t30-,31-,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-,66-,67-,71+,72+,73-,74-,75-/m0/s1
InChIKey QSTBHNPMHXYCII-MAEWDLDLSA-N
SMILES [H][C@]1(OC[C@@H](O[C@]2([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)O[C@H]1[C@H](C)O[C@@]([H])(O[C@H]2[C@@H](O[C@H](C)[C@H](OC(=O)C=Cc3ccc(OC)cc3)[C@@H]2O[C@]2([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)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@@H]1O
Metabolite of Species Details
Polygala senega var. latifolia (IPNI:205849-2) Found in root (BTO:0001188). See: PubMed
Polygala senega var. latifolia (IPNI:205849-2) Found in rhizome (BTO:0001181). 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.
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 senegin III (CHEBI:66469) has functional parent 4-methoxycinnamic acid (CHEBI:48541)
senegin III (CHEBI:66469) has parent hydride oleanane (CHEBI:36481)
senegin III (CHEBI:66469) has role hypoglycemic agent (CHEBI:35526)
senegin III (CHEBI:66469) has role plant metabolite (CHEBI:76924)
senegin III (CHEBI:66469) is a cinnamate ester (CHEBI:36087)
senegin III (CHEBI:66469) is a hydroxy monocarboxylic acid (CHEBI:35868)
senegin III (CHEBI:66469) is a pentacyclic triterpenoid (CHEBI:25872)
senegin III (CHEBI:66469) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
6-deoxy-α-L-mannopyranosyl-(1→3)-[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
Synonym Source
3-O-β-D-glucopyranosylpresenegenin-28-O-[2-[β-D-galactopyranosyl(1→4)-β-D-xylopyranosyl(1→4)-α-L-rhamnopyranosyl]]-3-(α-L-rhamnopyranosyl)-4-[4'-methoxycinnamoyl]-β-D-fucopyranoside ChEBI
Registry Number Type Source
7686141 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10598039 PubMed citation Europe PMC
21042868 PubMed citation Europe PMC
394767 PubMed citation Europe PMC
8706138 PubMed citation Europe PMC
Last Modified
20 January 2014