biliverdin   Click here for help

GtoPdb Ligand ID: 5153

Compound class: Metabolite
Comment: There is some ambiguity in the literature and on online resources as to the exact stereochemisitry of biliverdin. The structure shown here matches that linked to above in PubChem, but may be different to that shown in the other resources linked to. Other common representations are: CID 5280353, CID 6183357 and CID 5315455.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 11
Topological polar surface area 160.95
Molecular weight 582.25
XLogP 2.71
No. Lipinski's rules broken 1
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Canonical SMILES C=CC1=C(C)C(=NC1=O)C=c1[nH]c(=Cc2[nH]c(c(c2CCC(=O)O)C)C=C2NC(=O)C(=C2C=C)C)c(c1C)CCC(=O)O
Isomeric SMILES C=CC1=C(C)C(=NC1=O)/C=c\1/[nH]/c(=C\c2[nH]c(c(c2CCC(=O)O)C)/C=C/2\NC(=O)C(=C2C=C)C)/c(c1C)CCC(=O)O
InChI InChI=1S/C33H34N4O6/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/h7-8,13-15,34-35H,1-2,9-12H2,3-6H3,(H,37,42)(H,38,39)(H,40,41)/b24-13+,27-14-,28-15-
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
3-[2-[(Z)-[(5E)-3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-2-ylidene]methyl]-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
Database Links Click here for help
CAS Registry No. 114-25-0
ChEMBL Ligand CHEMBL455477
GtoPdb PubChem SID 178101845
PubChem CID 5353439
Search Google for chemical match using the InChIKey RCNSAJSGRJSBKK-YKSNQIBWSA-N
Search Google for chemicals with the same backbone RCNSAJSGRJSBKK
UniChem Compound Search for chemical match using the InChIKey RCNSAJSGRJSBKK-YKSNQIBWSA-N
UniChem Connectivity Search for chemical match using the InChIKey RCNSAJSGRJSBKK-YKSNQIBWSA-N
Wikipedia Biliverdin