Structure via PubChem · Public domain (PubChem)
biliverdin
Sign in to saveAlso 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.
OverviewAI-generated
Biliverdin is a chemical compound with the formula C₃₃H₃₄N₄O₆. It has a mass of 582.2478 and a weight of 582.6. The molecule possesses a charge of 0, an xlogp value of 2.5, and a topological polar surface area of 161. It contains five hydrogen bond donors and seven hydrogen bond acceptors.
The compound is associated with 2,847 PubMed entries. Its canonical SMILES notation is 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. Biliverdin is referenced by 130 other encyclopedia articles.
Synthesized by Vinony from 16 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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 Ų
- 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
- Has part
- carbon
- Mass
- 582.2478
Show 5 more facts
- found in taxon
- bird
- 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
via Wikidata · CC0
~6 min read
Encyclopedic overview
8 sectionsContents
- Metabolism
- Role in disease
- Role in treatment of disease
- In non-human animals
- In fluorescence imaging
- See also
- References
- External links
Biliverdin (from the Latin for green bile) is a green tetrapyrrolic bile pigment, and is a product of heme catabolism.
It is the pigment responsible for a greenish color sometimes seen in bruises.
Excerpted from Wikipedia’s “biliverdin” article, available under the CC BY-SA 4.0 licence.