CHEBI:15619 - (3Z)-phytochromobilin

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ChEBI Name (3Z)-phytochromobilin
ChEBI ID CHEBI:15619
ChEBI ASCII Name (3Z)-phytochromobilin
Definition The (3Z)-isomer of phytochromobilin.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10897, CHEBI:225
Supplier Information
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Formula C33H36N4O6
Net Charge 0
Average Mass 584.673
Monoisotopic Mass 584.26348
InChI InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,19,35H,2,9-12H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b20-7-,26-13-,27-14-,28-15-/t19-/m1/s1
InChIKey DKMLMZVDTGOEGU-AIKFXVFZSA-N
SMILES C(\C=1C(=C(\C(\N1)=C\C=2NC(=C(C2CCC(O)=O)C)/C=C/3\NC([C@@H](\C3=C\C)C)=O)CCC(=O)O)C)=C/4\NC(C(=C4C)C=C)=O
Roles Classification
Chemical Role(s): phytochrome chromophore
A chromophore that is a linear tetrapyrrolic prosthetic group covalently attached to a large soluble protein phytochrome. Light absorption by the phytochrome chromophore triggers photoconversion between two spectrally distinct forms of the photoreceptor: Pr, the red light absorbing form, and Pfr, the far-red light absorbing form.
(via phytochromobilin )
Biological Role(s): cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
(via phytochromobilin )
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ChEBI Ontology
Outgoing (3Z)-phytochromobilin (CHEBI:15619) is a phytochromobilin (CHEBI:26116)
(3Z)-phytochromobilin (CHEBI:15619) is conjugate acid of (3Z)-phytochromobilin(2−) (CHEBI:57439)
Incoming (3Z)-phytochromobilin(2−) (CHEBI:57439) is conjugate base of (3Z)-phytochromobilin (CHEBI:15619)
IUPAC Name
3-(2-[(Z)-{3-(2-carboxyethyl)-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-4-methyl-2H-pyrrol-2-ylidene}methyl]-5-{(Z)-[(3Z,4R)-3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
Synonym Source
(3Z)-Phytochromobilin KEGG COMPOUND
Manual Xref Database
C05913 KEGG COMPOUND
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Last Modified
17 February 2020