30891

Biliverdin hydrochloride

≥97.0% (TLC)

• Synonym(s): Biliverdin
• Empirical Formula (Hill Notation): C₃₃H₃₄N₄O₆ · HCl
• CAS Number: 856699-18-8
• Molecular Weight: 619.11
• UNSPSC Code: 12352204
• PubChem Substance ID: 329753599
• NACRES: NA.32

Properties

• assay: ≥97.0% (TLC)
• form: powder or crystals
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• SMILES string: Cl.CC1=C(C=C)C(\NC1=O)=C\c2[nH]c(/C=C3\N=C(\C=C4/NC(=O)C(C=C)=C4C)C(C)=C3CCC(O)=O)c(CCC(O)=O)c2C
• InChI: 1S/C33H34N4O6.ClH/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;/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41);1H/b26-13-,27-14-,28-15-;
• InChI key: KTRFJVRKVQROKS-UJCZHUFNSA-N

Description

General description

Biliverdin (BV) is considered as a near-infrared (NIR)-absorbing pigment, that is endogenic. It is a linear tetrapyrrolic intermediate of heme degradation (heme catabolism) to bilirubin. The bile of amphibia and birds contains only biliverdine, no bilirubin.

Application

Biliverdin hydrochloride has been used:

• as a treatment to J774A.1 cells to study its role in alternation of beta (β)-endorphins level
• as a commercial standard for the detection of biliverdin in mouse unstable and stable plaques tissues using liquid chromatography-tandem mass spectrometry (LC-MS-MS)
• to add to Fucci-containing cells to improve the mIFP signal
• to examine its impact on infrared fluorescent protein (iRFP) in some retinal preparations

Biochem/physiol Actions

Biliverdin (BV) is an excellent anti-inflammatory agent that protects against lipopolysaccharides (LPS)-induced lung injury in mouse endothelial cells. It aids protection in polymicrobial sepsis. Biliverdin has cytoprotective effects on rat livers and protects from prolonged ischemia and reperfusion injury. It also shows antioxidant activities.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable