EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66319 - rubriflordilactone B

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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