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 chinense (ncbitaxon:52451)
	Root (BTO:0001188)	PubMed (26259802)
	-	PubMed (33359917)
Bupleurum falcatum (ncbitaxon:46367)	fruit (BTO:0000486)	PubMed (10389276)

Roles Classification

Biological Roles:

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.

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