biliverdin

Also known as 8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbilin-1(19)(21H,24H)-dione, Biliverdine, Biliverdin IX alpha, Biliverdine IX Alpha

Biliverdin (from the Latin for green bile) is a green tetrapyrrolic bile pigment, and is a product of heme catabolism.

Chemical data

Formula: C33H34N4O6
Molecular weight: 582.6 g/mol
IUPAC name: 3-[(2Z,5Z)-2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoic acid
SMILES: CC\1=C(/C(=C/C2=C(C(=C(N2)/C=C\3/C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)/N/C1=C\C4=NC(=O)C(=C4C)C=C)CCC(=O)O
InChIKey: RCNSAJSGRJSBKK-NSQVQWHSSA-N
XLogP: 2.5
Polar surface area: 161 Å²
H-bond donors: 5
H-bond acceptors: 7
Formal charge: 0

via PubChem

Research

2,847 papers

Biliverdin as a disease-modifying agent: An integrated viewpoint.Free radical biology & medicine · 2023
Biliverdin reductase as a target in drug research and development: Facts and hypotheses.Free radical biology & medicine · 2021
Neuroprotective Roles of the Biliverdin Reductase-A/Bilirubin Axis in the Brain.Biomolecules · 2024
[Biliverdin].Nihon rinsho. Japanese journal of clinical medicine · 1999
[Biliverdin].Nihon rinsho. Japanese journal of clinical medicine · 1995

via PubMed

Wikidata facts

Mass: 582.2478

Show 4 more facts

chemical formula: C₃₃H₃₄N₄O₆
canonical SMILES: C=CC1=C(C)C(=NC1=C(C2=C(C)C(CCC(=O)O)=C(C(=C3C(CCC(=O)O)=C(C)C(C(=C4C(C)=C(C=C)C(=N4)O)[H])=N3)[H])N2)[H])O
isomeric SMILES: C=CC/1=C(C)C(=N\C1=C(/C2=C(C)C(CCC(=O)O)=C(\C(=C/3\C(CCC(=O)O)=C(C)C(\C(=C/4\C(C)=C(C=C)C(=N4)O)\[H])=N3)\[H])N2)\[H])O
Commons category: Biliverdin

Sources (3)

via Wikidata · CC0

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