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CHEBI:66658 - mallotophilippen D

ChEBI IDCHEBI:66658
ChEBI Namemallotophilippen D
Stars
DefinitionA member of the class of chalcones that is chalcone substituted by hydroxy groups at positions 3, 4, 2' and 4', a geranyl group at position 3' and a 6,6-dimethyl-3,6-dihydro-2H-pyran ring fused across positions 5' and 6'. Isolated from the fruits of Mallotus philippensis, it exhibits anti-inflammatory and immunoregulatory activities.
Last Modified3 April 2013
DownloadsMolfile
FormulaC30H34O6
Net Charge0
Average Mass490.596
Monoisotopic Mass490.23554
SMILESCC(C)=CCC/C(C)=C/Cc1c(O)c2c(c(C(=O)/C=C/c3ccc(O)c(O)c3)c1O)OC(C)(C)C=C2
InChIInChI=1S/C30H34O6/c1-18(2)7-6-8-19(3)9-12-21-27(34)22-15-16-30(4,5)36-29(22)26(28(21)35)24(32)14-11-20-10-13-23(31)25(33)17-20/h7,9-11,13-17,31,33-35H,6,8,12H2,1-5H3/b14-11+,19-9+
InChIKeyNBJRNHOFHFJPDJ-GSFKWRMWSA-N
Species of MetaboliteComponentSourceComments
Mallotus philippensis (ncbitaxon:316645) fruit (BTO:0000486) PubMed (15516755)
Roles Classification
Biological Roles:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
mallotophilippen D (CHEBI:66658) has role anti-inflammatory agent (CHEBI:67079)
mallotophilippen D (CHEBI:66658) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
mallotophilippen D (CHEBI:66658) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
mallotophilippen D (CHEBI:66658) has role metabolite (CHEBI:25212)
mallotophilippen D (CHEBI:66658) is a chalcones (CHEBI:23086)
mallotophilippen D (CHEBI:66658) is a chromenol (CHEBI:39436)
mallotophilippen D (CHEBI:66658) is a polyphenol (CHEBI:26195)
IUPAC Name 
(2E)-3-(3,4-dihydroxyphenyl)-1-{6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl}prop-2-en-1-one
Registry NumbersSources
Reaxys:9886501Reaxys
Citations