CHEBI:61707 - oxidized dinoflagellate luciferin

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ChEBI Name oxidized dinoflagellate luciferin
ChEBI ID CHEBI:61707
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C33H38N4O7
Net Charge 0
Average Mass 602.67740
Monoisotopic Mass 602.27405
InChI InChI=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
InChIKey RHKAAOSSVJEZNU-LHYWXDRZSA-N
SMILES [H][C@@]1(N\C([C@@H](CCC(O)=O)[C@@H]1C)=C1\C(=O)C(=O)c2c(C)c(Cc3[nH]c(CC4NC(=O)C(C)=C4C=C)c(C)c3CC)[nH]c12)C(O)=O
Roles Classification
Chemical Role(s): oxidized luciferins

Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): oxidized luciferins

View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(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-proline IUPAC
oxidised dinoflagellate luciferin ChEBI
Last Modified
27 March 2015