Biliverdine - Moligand™, ≥70% , CAS No.114-25-0

CAS: 114-25-0 Cat. No.: B344750 Molecular Weight: 582.65 Beilstein Registry Number: 74351 EC Number: 204-042-2

GRADE & PURITY Moligand™, ≥70%

Synonyms

Biliverdin IX alpha | biliverdin | biliverdine | CHEBI:17033 | 1,3,6,7-Tetramethyl-4,5-dicarboxyethyl-2,8-divinylbilenone | O9MIA842K9 | dehydrobilirubin | Biliverdine Ix Alpha | uteroverdine | 21H-Biline-8,12-dipropanoic acid, 3,18-diethenyl-1,19,22,24-t

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Biliverdine is a precursor of Bilirubin that is formed in the body from hemoglobin.

Specifications

Synonyms

Biliverdin IX alpha | biliverdin | biliverdine | CHEBI:17033 | 1, 3, 6, 7-Tetramethyl-4, 5-dicarboxyethyl-2, 8-divinylbilenone | O9MIA842K9 | dehydrobilirubin | Biliverdine Ix Alpha | uteroverdine | 21H-Biline-8, 12-dipropanoic acid, 3, 18-diethenyl-1, 19, 22, 24-t

Specifications & Purity

Moligand™, ≥70%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥70%

Product Properties

• pKa: pKa: 4.46 (Predicted), pKa: 6.83 (Predicted)

Names and Identifiers

• Pubchem Sid: 504763296
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763296
• Canonical Smiles: CC1=C(C(=CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)NC1=CC4=NC(=O)C(=C4C)C=C)CCC(=O)O
• 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
• InChIKey: RCNSAJSGRJSBKK-NSQVQWHSSA-N
• 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-
• Isomeric 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
• Molecular Weight: 582.65
• Beilstein: 74351
• Reaxy-Rn: 32022356
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32022356&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Tetrapyrroles and derivatives
      • Subclass Bilirubins

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Tetrapyrroles and derivatives
• Subclass: Bilirubins
• Intermediate Tree Nodes: Not available
• Direct Parent: Bilirubins
• Alternative Parents: Dipyrrins Dicarboxylic acids and derivatives Pyrrolines Heteroaromatic compounds Secondary carboxylic acid amides N-acylimines Lactams Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Bilirubin skeleton - Dipyrrin - Dicarboxylic acid or derivatives - Substituted pyrrole - Pyrrole - Pyrroline - Heteroaromatic compound - Carboxamide group - N-acylimine - Lactam - Secondary carboxylic acid amide - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid derivative - Carboxylic acid - Organic oxide - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as bilirubins. These are organic compounds containing a dicarboxylic acyclic tetrapyrrole derivative.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALB Tchem Serum albumin (2651 Activities)

Discover Target: ALB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Caco-2 (12174 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Salmonella typhimurium (15756 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (partly), methanol, chloroform, DMSO, and ether.
• Sensitivity: Light sensitive
• Refractive Index: n20D1.64 (Predicted)
• Boil Point(°C): ~913.2° C at 760 mmHg (Predicted)
• Melt Point(°C): >200° C (dec.)
• Molecular Weight: 582.600 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 582.248 Da
• Monoisotopic Mass: 582.248 Da
• Topological Polar Surface Area: 161.000 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 1530.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1

References

1. Lingsen Zeng, Guiyun Xu, Caiyun Jiang, Junying Li, Jiangxia Zheng.  (2022)  Research Note: L*a*b* color space for prediction of eggshell pigment content in differently colored eggs.  POULTRY SCIENCE,      [PMID:35679636] [10.1016/j.psj.2022.101942]

2. Chunlei Zhang, Wanbei Bai, Tongtong Qin, Zhengpeng Yang.  (2018)  Fabrication of Red Mud/Molecularly Imprinted Polypyrrole-Modified Electrode for the Piezoelectric Sensing of Bilirubin.  IEEE SENSORS JOURNAL,  19  (4): (1280-1284).  [PMID:] [10.1109/JSEN.2018.2883602]

3. He Haisheng, Zhu Wenwei, Miao Han, Wang Shangfeng, Du Zunguo, Zhang Hongxin, Ming Jiang, Shi Ben, Wang Hao, Qi Jianping, Fan Yong, Wu Wei, Zhao Dongyuan, Qin Lun-Xiu, Zhang Fan.  (2026)  Label-free tissue NIR-II autofluorescence imaging for visualization of human liver malignancy.  Nature Biomedical Engineering,      [PMID:41559191] [10.1038/s41551-025-01593-4]

4. Yu Gao, Boping Jing, Wenyu Song, Yangmeihui Song, Rong Guo, Ruijie Qian, Ziyang Zhu, Biao Yang, Xiaoli Lan, Rui An.  (2026)  Engineering Goat Milk-Derived Extracellular Vesicles for Dual-Model Imaging and Anti-Inflammatory Photothermal Therapy of Pancreatic Cancer.  MOLECULAR PHARMACEUTICS,      [PMID:41665203] [10.1021/acs.molpharmaceut.5c01963]