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CHEBI:68774 - longirostrerone D

ChEBI IDCHEBI:68774
ChEBI Namelongirostrerone D
Stars
DefinitionAn azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 6a, and a 4,6,8-trimethyldeca-2,4-dienoyl group at position 9. Isolated from Chaetomium longirostre, it exhibits cytotoxic activities.
Secondary ChEBI IDCHEBI:68983
Last Modified24 October 2013
DownloadsMolfile
FormulaC32H38O7
Net Charge0
Average Mass534.649
Monoisotopic Mass534.26175
SMILESCCC(C)CC(C)/C=C(C)/C=C/C(=O)C1=C2C3=COC([C@H]4C(=O)C[C@H](O)C[C@@H]4C)=CC3=CC(=O)[C@@]2(C)OC1=O
InChIInChI=1S/C32H38O7/c1-7-17(2)10-19(4)11-18(3)8-9-24(34)29-30-23-16-38-26(28-20(5)12-22(33)15-25(28)35)13-21(23)14-27(36)32(30,6)39-31(29)37/h8-9,11,13-14,16-17,19-20,22,28,33H,7,10,12,15H2,1-6H3/b9-8+,18-11+/t17?,19?,20-,22+,28+,32+/m0/s1
InChIKeyFERMTFXLLHKKDC-SBRYHICJSA-N
Species of MetaboliteComponentSourceComments
Chaetomium longirostre (ncbitaxon:669026)
- PubMed (22004007)
- PubMed (22004007) Ethyl acetate extract of dried fungal biomass
Roles Classification
Biological Roles:
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
longirostrerone D (CHEBI:68774) has role Chaetomium metabolite (CHEBI:76960)
longirostrerone D (CHEBI:68774) has role antineoplastic agent (CHEBI:35610)
longirostrerone D (CHEBI:68774) is a azaphilone (CHEBI:50941)
longirostrerone D (CHEBI:68774) is a enone (CHEBI:51689)
longirostrerone D (CHEBI:68774) is a organic heterotricyclic compound (CHEBI:26979)
longirostrerone D (CHEBI:68774) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(6aS)-3-[(1S,2S,4R)-4-hydroxy-2-methyl-6-oxocyclohexyl]-6a-methyl-9-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
Registry NumbersSources
Reaxys:22123576Reaxys
Citations