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CHEBI:61707 - oxidized dinoflagellate luciferin

ChEBI IDCHEBI:61707
ChEBI Nameoxidized dinoflagellate luciferin
Stars
DefinitionA member of the class of bilenes that is 1,2,3,21-tetrahydro-5,7-ethanobilene-a-19(16H),51,52-trione which is substituted at positions 2, 8, 13 and 18 by methyl groups and at positions 1, 3, 12 and 17 by carboxy, 2-carboxyethyl, ethyl and vinyl groups, respectively (the 1S,2S,3S diastereoisomer).
Last Modified27 March 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC33H38N4O7
Net Charge0
Average Mass602.688
Monoisotopic Mass602.27405
SMILES[H][C@]1(C(=O)O)N/C(=C2/C(=O)C(=O)c3c2nc(Cc2nc(CC4NC(=O)C(C)=C4C=C)c(C)c2CC)c3C)[C@@H](CCC(=O)O)[C@@H]1C
InChIInChI=1S/C33H38N4O7/c1-7-17-13(3)20(11-23-18(8-2)15(5)32(42)36-23)34-22(17)12-21-16(6)25-29(35-21)26(31(41)30(25)40)28-19(9-10-24(38)39)14(4)27(37-28)33(43)44/h8,14,19,23,27,34-35,37H,2,7,9-12H2,1,3-6H3,(H,36,42)(H,38,39)(H,43,44)/b28-26+/t14-,19-,23?,27-/m0/s1
InChIKeyRHKAAOSSVJEZNU-LHYWXDRZSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
ChEBI Ontology
Outgoing Relation(s)
oxidized dinoflagellate luciferin (CHEBI:61707) has role oxidized luciferins (CHEBI:25747)
oxidized dinoflagellate luciferin (CHEBI:61707) is a amino dicarboxylic acid (CHEBI:36164)
oxidized dinoflagellate luciferin (CHEBI:61707) is a bilenes (CHEBI:36736)
oxidized dinoflagellate luciferin (CHEBI:61707) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
oxidized dinoflagellate luciferin (CHEBI:61707) is a oxo dicarboxylic acid (CHEBI:36145)
oxidized dinoflagellate luciferin (CHEBI:61707) is conjugate acid of oxidized dinoflagellate luciferin(2−) (CHEBI:61708)
Incoming Relation(s)
oxidized dinoflagellate luciferin(2−) (CHEBI:61708) is conjugate base of oxidized dinoflagellate luciferin (CHEBI:61707)
IUPAC Name 
(1S,2S,3S)-1-carboxy-3-(2-carboxyethyl)-12-ethyl-2,8,13,18-tetramethyl-17-vinyl-1,2,3,21-tetrahydro-5,7-ethanobilene-a-19(16H),51,52-trione
Synonyms  Source
oxidised dinoflagellate luciferinChEBI
(3S,4S,5E)-4-(2-carboxyethyl)-5-[2-({5-[(3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl]-3-ethyl-4-methyl-1H-pyrrol-2-yl}methyl)-3-methyl-4,5-dioxo-4,5-dihydrocyclopenta[b]pyrrol-6(1H)-ylidene]-3-methyl-L-prolineIUPAC