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CHEBI:66130 - kadsuphilactone B

ChEBI IDCHEBI:66130
ChEBI Namekadsuphilactone B
Stars
DefinitionA pentacyclic triterpenoid isolated from Kadsura philippinensis, and has been shown to exhibit anti-HBV activity.
Last Modified15 March 2013
DownloadsMolfile
FormulaC30H42O5
Net Charge0
Average Mass482.661
Monoisotopic Mass482.30322
SMILES[H][C@@]12CC[C@@]3([H])C(C)(C)OC(=O)C=C[C@@]34C[C@@]14CC[C@]1(C)[C@@]([H])([C@@](C)(O)[C@@]3([H])CC=C(C)C(=O)O3)CC[C@@]21C
InChIInChI=1S/C30H42O5/c1-18-7-10-22(34-24(18)32)28(6,33)20-11-13-26(4)21-9-8-19-25(2,3)35-23(31)12-14-29(19)17-30(21,29)16-15-27(20,26)5/h7,12,14,19-22,33H,8-11,13,15-17H2,1-6H3/t19-,20-,21-,22+,26-,27+,28+,29+,30-/m0/s1
InChIKeyFSLAFDXATUXTAG-JHKRTFPPSA-N
Species of MetaboliteComponentSourceComments
Kadsura philippinensis (IPNI:554591-1)
stem (BTO:0001300) PubMed (16018647)
leaf (BTO:0000713) PubMed (16018647)
Roles Classification
Biological Roles:
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)
kadsuphilactone B (CHEBI:66130) has role anti-HBV agent (CHEBI:64951)
kadsuphilactone B (CHEBI:66130) has role metabolite (CHEBI:25212)
kadsuphilactone B (CHEBI:66130) is a pentacyclic triterpenoid (CHEBI:25872)
kadsuphilactone B (CHEBI:66130) is a terpene lactone (CHEBI:37668)
kadsuphilactone B (CHEBI:66130) is a tertiary alcohol (CHEBI:26878)
kadsuphilactone B (CHEBI:66130) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1S,3aS,3bS,5aR,10aS,11aS,13aR)-1-{(1R)-1-hydroxy-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,6,6,13a-tetramethyl-1,2,3,3a,3b,4,5,5a,6,12,13,13a-dodecahydro-8H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-8-one
Registry NumbersSources
Reaxys:10132920Reaxys
Citations