CHEBI:48863 - phycocyanobilin

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ChEBI Name phycocyanobilin
ChEBI ID CHEBI:48863
Definition A bilin that consists of 8,12-bis(2-carboxyethyl)-18-ethyl-3-ethylidene-2,7,13,17-tetramethyl-2,3-dihydrobilin bearing two oxo substituents at positions 1 and 19.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41769, CHEBI:26098
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Formula C33H38N4O6
Net Charge 0
Average Mass 586.67800
Monoisotopic Mass 586.279
InChI InChI=1S/C33H38N4O6/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/h7,13-15,19,34H,8-12H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b20-7?,26-13-,27-14-,29-15-
InChIKey XAVVMXGLKJSJDU-LMTOHHGKSA-N
SMILES CCC1=C(C)\C(NC1=O)=C\c1[nH]c(\C=C2/N=C(/C=C3\NC(=O)C(C)C3=CC)C(C)=C2CCC(O)=O)c(CCC(O)=O)c1C
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.
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ChEBI Ontology
Outgoing phycocyanobilin (CHEBI:48863) has role phytochrome chromophore (CHEBI:82632)
phycocyanobilin (CHEBI:48863) is a bilins (CHEBI:22869)
Incoming S-phycocyanobilin-L-cysteine (CHEBI:22067) has functional parent phycocyanobilin (CHEBI:48863)
(2R)-phycocyanobilin (CHEBI:47955) is a phycocyanobilin (CHEBI:48863)
IUPAC Name
8,12-bis(2-carboxyethyl)-18-ethyl-3-ethylidene-2,7,13,17-tetramethyl-2,3-dihydrobilin-1,19(21H,24H)-dione
Synonym Source
phycocyanobilin JCBN
Manual Xref Database
Phycocyanobilin Wikipedia
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Registry Numbers Types Sources
4285356 Beilstein Registry Number Beilstein
4285356 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21815209 PubMed citation Europe PMC
21917385 PubMed citation Europe PMC
Last Modified
06 August 2014