114-25-0
Chemical Structure
Biliverdin
- CAS No.: 114-25-0
- Formula:C33H34N4O6
- Molecular Weight:582.65
IUPAC Name: 3-(2-((Z)-(3-(2-carboxyethyl)-4-methyl-5-((Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-2H-pyrrol-2-ylidene)methyl)-4-methyl-5-((Z)-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-3-yl)propanoic acid
InChIKey: QBUVFDKTZJNUPP-BBROENKCSA-N
SMILES: OC(CCC(C(C)=C(N1)/C=C2C(C=C)=C(C(N/2)=O)C)=C1/C=C3C(CCC(O)=O)=C(C(/C=C4C(C)=C(C(N/4)=O)C=C)=N/3)C)=O
Biological Activity: Biliverdin, a tetrapyrrolic pigment, is a product of heme catabolism. Heme is broken down into Biliverdin and carbon monoxide and iron by heme oxidase. Biliverdin is then quickly broken down to bilirubin by Biliverdin reductase. Biliverdin can mediate the protective effects of HO-1 in many disease models including IRI and organ transplantation. Biliverdin exhibits anti-mutagenic, an antioxidant, anti-inflammatory, and immunosuppressant properties[1][2][3].
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Biliverdin | 70.0% | Biliverdin, a tetrapyrrolic pigment, is a product of heme catabolism. Heme is broken down into Biliverdin and carbon monoxide and iron by heme oxidase. Biliverdin is then quickly broken down to bilirubin by Biliverdin reductase. Biliverdin can mediate the protective effects of HO-1 in many disease models including IRI and organ transplantation. Biliverdin exhibits anti-mutagenic, an antioxidant, anti-inflammatory, and immunosuppressant properties. | ||||||||||||||||||||
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References
- [1]. McDonnell MC, et al. Biochemistry, Biliverdin. 2023 May 1. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2025 Jan. [Content Brief]
- [2]. Jansen, T., & Daiber, A. (2012). Direct Antioxidant Properties of Bilirubin and Biliverdin. Is there a Role for Biliverdin Reductase?. Frontiers in pharmacology, 3, 30. [Content Brief]
- [3]. Ollinger, R., et al., (2007). Therapeutic applications of bilirubin and biliverdin in transplantation. Antioxidants & redox signaling, 9(12), 2175–2185. [Content Brief]
