CHEBI:66130 - kadsuphilactone B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name kadsuphilactone B
ChEBI ID CHEBI:66130
Definition A pentacyclic triterpenoid isolated from Kadsura philippinensis, and has been shown to exhibit anti-HBV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H42O5
Net Charge 0
Average Mass 482.65150
Monoisotopic Mass 482.30322
InChI InChI=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
InChIKey FSLAFDXATUXTAG-JHKRTFPPSA-N
SMILES [H][C@@]1(CC=C(C)C(=O)O1)[C@](C)(O)[C@@]1([H])CC[C@@]2(C)[C@]3([H])CC[C@@]4([H])C(C)(C)OC(=O)C=C[C@@]44C[C@@]34CC[C@]12C
Metabolite of Species Details
Kadsura philippinensis (IPNI:554591-1) Found in leaf (BTO:0000713). See: PubMed
Kadsura philippinensis (IPNI:554591-1) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HBV agent
An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
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 Number Type Source
10132920 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16018647 PubMed citation Europe PMC
Last Modified
15 March 2013