CHEBI:189704 - saikosaponin C

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ChEBI Name saikosaponin C
ChEBI ID CHEBI:189704
Definition A member of the class of saikosaponins that is saikogenin E substituted by a 6-deoxy-α-L-mannopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranosyl group at position 3β. It is a natural product isolated from the traditional Chinese herb, Radix Bupleuri and exhibits anti-HBV replication activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C48H78O17
Net Charge 0
Average Mass 927.135
Monoisotopic Mass 926.52390
InChI InChI=1S/C48H78O17/c1-22-30(51)32(53)36(57)40(61-22)65-38-24(20-59-39-35(56)33(54)31(52)23(19-49)62-39)63-41(37(58)34(38)55)64-29-11-12-44(6)25(43(29,4)5)9-13-45(7)26(44)10-14-48-27-17-42(2,3)15-16-47(27,21-60-48)28(50)18-46(45,48)8/h10,14,22-41,49-58H,9,11-13,15-21H2,1-8H3/t22-,23+,24+,25-,26+,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40-,41-,44-,45+,46-,47+,48-/m0/s1
InChIKey VJEMOEYSQDKAQF-JDRYWMLESA-N
SMILES [H][C@@]12CC(C)(C)CC[C@@]11CO[C@@]22C=C[C@]3([H])[C@@]4(C)CC[C@H](O[C@@H]5O[C@H](CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@H](O)[C@H]5O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]2(C)C[C@@H]1O
Metabolite of Species Details
Bupleurum falcatum (NCBI:txid46367) Found in fruit (BTO:0000486). See: PubMed
Bupleurum chinense (NCBI:txid52451) Found in Root (BTO:0001188). See: PubMed
Bupleurum chinense (NCBI:txid52451) See: PubMed
Roles Classification
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.
anti-HBV agent
An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing saikosaponin C (CHEBI:189704) has functional parent saikogenin E (CHEBI:189821)
saikosaponin C (CHEBI:189704) has role anti-HBV agent (CHEBI:64951)
saikosaponin C (CHEBI:189704) has role plant metabolite (CHEBI:76924)
saikosaponin C (CHEBI:189704) is a bridged compound (CHEBI:35990)
saikosaponin C (CHEBI:189704) is a cyclic ether (CHEBI:37407)
saikosaponin C (CHEBI:189704) is a hexacyclic triterpenoid (CHEBI:70994)
saikosaponin C (CHEBI:189704) is a saikosaponin (CHEBI:189705)
saikosaponin C (CHEBI:189704) is a trisaccharide derivative (CHEBI:63571)
IUPAC Name
16β-hydroxy-13,28-epoxyolean-11-en-3β-yl 6-deoxy-α-L-mannopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside
Synonyms Sources
(3β,16β)-13,28-epoxy-16-hydroxyolean-11-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside ChEBI
saikosaponin-C ChEBI
Manual Xrefs Databases
146896 ChemSpider
C00040181 KNApSAcK
View more database links
Registry Number Type Source
20736-08-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10389276 PubMed citation Europe PMC
14531019 PubMed citation Europe PMC
15581913 PubMed citation Europe PMC
18982483 PubMed citation Europe PMC
24565837 PubMed citation Europe PMC
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26710244 PubMed citation Europe PMC
26828474 PubMed citation Europe PMC
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31049981 PubMed citation Europe PMC
31531682 PubMed citation Europe PMC
32313973 PubMed citation Europe PMC
32441305 PubMed citation Europe PMC
32446142 PubMed citation Europe PMC
33104740 PubMed citation Europe PMC
33359917 PubMed citation Europe PMC
33775977 PubMed citation Europe PMC
34549024 PubMed citation Europe PMC
Last Modified
16 February 2022