saikosaponin C (CHEBI:189704)

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CHEBI:189704 - saikosaponin C

ChEBI ID	CHEBI:189704
ChEBI Name	saikosaponin C
Stars
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.
Last Modified	16 February 2022
Submitter	Adnan
Downloads	Molfile

Formula	C48H78O17
Net Charge	0
Average Mass	927.135
Monoisotopic Mass	926.52390
SMILES	[H][C@]12C=C[C@]34OC[C@@]5(CCC(C)(C)C[C@]53[H])[C@@H](O)C[C@@]4(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@H](O)[C@H]3O)CC[C@]21C
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

Species of Metabolite	Component	Source
Bupleurum falcatum (ncbitaxon:46367)	fruit (BTO:0000486)	PubMed (10389276)
Bupleurum chinense (ncbitaxon:52451)
	Root (BTO:0001188)	PubMed (26259802)
	-	PubMed (33359917)

Roles Classification

Biological Roles:

anti-HBV agent An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.

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.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
(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

Registry Numbers	Sources
CAS:20736-08-7	ChemIDplus

Citations