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CHEBI:66578 - liphagal

Default Structure
ChEBI IDCHEBI:66578
ChEBI Nameliphagal
Stars
DefinitionA meroterpenoid isolated from the marine sponge Aka coralliphaga and has been shown to exhibit inhibitory activity against phosphatidylinositol-3-OH kinase.
Last Modified22 March 2013
DownloadsMolfile
FormulaC22H28O4
Net Charge0
Average Mass356.462
Monoisotopic Mass356.19876
SMILES[H][C@@]12CC[C@@H](C)c3oc4c(C=O)c(O)c(O)cc4c3[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C22H28O4/c1-12-6-7-16-21(2,3)8-5-9-22(16,4)17-13-10-15(24)18(25)14(11-23)20(13)26-19(12)17/h10-12,16,24-25H,5-9H2,1-4H3/t12-,16+,22+/m1/s1
InChIKeyNVDJGYXDFMEUPO-KGFDFFDMSA-N
Species of MetaboliteComponentSourceComments
Aka coralliphaga (ncbitaxon:178516) - PubMed (16408905)
Roles Classification
Biological Roles:
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor  An inhibitor of phosphatidylinositol 3-kinase, EC 2.7.1.137, a family of related enzymes capable of phosphorylating the 3 position hydroxy group of the inositol ring of a phosphatidylinositol.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
liphagal (CHEBI:66578) has role EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor (CHEBI:50914)
liphagal (CHEBI:66578) has role metabolite (CHEBI:25212)
liphagal (CHEBI:66578) is a aldehyde (CHEBI:17478)
liphagal (CHEBI:66578) is a cyclic ether (CHEBI:37407)
liphagal (CHEBI:66578) is a meroterpenoid (CHEBI:64419)
liphagal (CHEBI:66578) is a organic heterotetracyclic compound (CHEBI:38163)
liphagal (CHEBI:66578) is a polyphenol (CHEBI:26195)
IUPAC Name 
(4aS,7R,12cS)-10,11-dihydroxy-4,4,7,12c-tetramethyl-2,3,4,4a,5,6,7,12c-octahydro-1H-benzo[b]benzo[6,7]cyclohepta[1,2-d]furan-9-carbaldehyde
Registry NumbersSources
Reaxys:10300564Reaxys
Citations