CHEBI:61702 - dinoflagellate luciferin

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ChEBI Name dinoflagellate luciferin
ChEBI ID CHEBI:61702
Definition A member of the class of bilenes that is 1,2,3,21-tetrahydro-5,7-ethanobilene-a-19(16H),52-dione 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 C33H40N4O6
Net Charge 0
Average Mass 588.69390
Monoisotopic Mass 588.29479
InChI InChI=1S/C33H40N4O6/c1-7-18-14(3)22(12-25-19(8-2)16(5)32(41)36-25)34-24(18)13-23-17(6)28-26(38)11-21(31(28)35-23)30-20(9-10-27(39)40)15(4)29(37-30)33(42)43/h8,15,20,25,29,34-35,37H,2,7,9-13H2,1,3-6H3,(H,36,41)(H,39,40)(H,42,43)/b30-21-/t15-,20-,25?,29-/m0/s1
InChIKey QUHVVVWAQMRCSJ-IXXPHHLHSA-N
SMILES [H][C@@]1(N\C([C@@H](CCC(O)=O)[C@@H]1C)=C1\CC(=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): luciferin
A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase.
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): luciferin
A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase.
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ChEBI Ontology
Outgoing dinoflagellate luciferin (CHEBI:61702) has role luciferin (CHEBI:25078)
dinoflagellate luciferin (CHEBI:61702) is a amino dicarboxylic acid (CHEBI:36164)
dinoflagellate luciferin (CHEBI:61702) is a bilenes (CHEBI:36736)
dinoflagellate luciferin (CHEBI:61702) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
dinoflagellate luciferin (CHEBI:61702) is a oxo dicarboxylic acid (CHEBI:36145)
dinoflagellate luciferin (CHEBI:61702) is conjugate acid of dinoflagellate luciferin(1−) (CHEBI:61796)
Incoming dinoflagellate luciferin(1−) (CHEBI:61796) is conjugate base of dinoflagellate luciferin (CHEBI:61702)
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),52-dione
Synonym Source
(3S,4S,5Z)-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-oxo-4,5-dihydrocyclopenta[b]pyrrol-6(1H)-ylidene]-3-methyl-L-proline IUPAC
Last Modified
27 March 2015