CHEBI:66319 - rubriflordilactone B

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ChEBI Name rubriflordilactone B
ChEBI ID CHEBI:66319
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H30O6
Net Charge 0
Average Mass 462.53420
Monoisotopic Mass 462.20424
InChI InChI=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
InChIKey JGSLSHOXBXVVTQ-NEUKEVNNSA-N
SMILES [H][C@@]12Cc3c4C=C[C@@]5([H])C(C)(C)O[C@]6([H])CC(=O)O[C@]56Cc4ccc3[C@]1([H])[C@H](C)[C@]([H])(O2)[C@@]1([H])OC(=O)C(C)=C1
Metabolite of Species Details
Schisandra rubriflora (NCBI:txid124791) Found in leaf (BTO:0000713). See: PubMed
Schisandra rubriflora (NCBI:txid124791) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Number Type Source
10308906 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16494492 PubMed citation Europe PMC
23210932 PubMed citation Europe PMC
Last Modified
24 April 2013