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CHEBI:66319 - rubriflordilactone B

ChEBI IDCHEBI:66319
ChEBI Namerubriflordilactone B
Stars
DefinitionA terpene lactone that is a bisnortriterpenoid possessing an aromatic ring. It is isolated from the leaves and stems of Schisandra rubriflora and has been shown to exhibit anti-HIV-1 activity.
Last Modified24 April 2013
DownloadsMolfile
FormulaC28H30O6
Net Charge0
Average Mass462.542
Monoisotopic Mass462.20424
SMILES[H][C@@]12CC(=O)O[C@@]13Cc1ccc4c(c1C=C[C@@]3([H])C(C)(C)O2)C[C@@]1([H])O[C@]([H])([C@]2([H])C=C(C)C(=O)O2)[C@@H](C)[C@@]41[H]
InChIInChI=1S/C28H30O6/c1-13-9-20(32-26(13)30)25-14(2)24-17-6-5-15-12-28-21(8-7-16(15)18(17)10-19(24)31-25)27(3,4)33-22(28)11-23(29)34-28/h5-9,14,19-22,24-25H,10-12H2,1-4H3/t14-,19+,20-,21-,22+,24-,25-,28+/m0/s1
InChIKeyJGSLSHOXBXVVTQ-NEUKEVNNSA-N
Species of MetaboliteComponentSourceComments
Schisandra rubriflora (ncbitaxon:124791)
leaf (BTO:0000713) PubMed (16494492)
stem (BTO:0001300) PubMed (16494492)
Roles Classification
Biological Roles:
anti-HIV-1 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV 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)
rubriflordilactone B (CHEBI:66319) has role anti-HIV-1 agent (CHEBI:64947)
rubriflordilactone B (CHEBI:66319) has role metabolite (CHEBI:25212)
rubriflordilactone B (CHEBI:66319) is a cyclic ether (CHEBI:37407)
rubriflordilactone B (CHEBI:66319) is a hexacyclic triterpenoid (CHEBI:70994)
rubriflordilactone B (CHEBI:66319) is a terpene lactone (CHEBI:37668)
rubriflordilactone B (CHEBI:66319) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(2aR,5aR,8bS,9S,10S,11aR,14aS)-1,1,9-trimethyl-10-[(2S)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]-1,2a,3,6,8b,9,10,11a,12,14a-decahydro-4H-furo[3,2-b]furo[3'',2'':1',2']indeno[4',5':5,6]cyclohepta[1,2-c]furan-4-one
Registry NumbersSources
Reaxys:10308906Reaxys
Citations