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CHEBI:66658 - mallotophilippen D

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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