Zinc protoporphyrin - Moligand™,≥95% , CAS No.15442-64-5

CAS: 15442-64-5 Cat. No.: Z282553 Molecular Weight: 626.03 PubChem CID: 439935

GRADE & PURITY Moligand™, ≥95%

Synonyms

Zinc protoporphyrin | Protoporphyrin IX zinc(II), guanylate cyclase inhibitor | C03184 | MFCD00011612 | PROTOPORPHYRIN IX CONTAINING ZN | AKOS037645160 | Zinc (II) Protoporphyrin IX - CAS 15442-64-5 | zinc;3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,1

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Zinc Protoporphyrin (Zn(II)-protoporphyrin IX) is a competitive inhibitor of heme oxygenase-1 (HO-1) and markedly attenuates the protective effects of Phloroglucinol (PG) against H2O2, and has anti-cancer activity.

Specifications

Synonyms

Zinc protoporphyrin | Protoporphyrin IX zinc(II), guanylate cyclase inhibitor | C03184 | MFCD00011612 | PROTOPORPHYRIN IX CONTAINING ZN | AKOS037645160 | Zinc (II) Protoporphyrin IX - CAS 15442-64-5 | zinc;3-[18-(2-carboxyethyl)-8, 13-bis(ethenyl)-3, 7, 12, 1

Specifications & Purity

Moligand™, ≥95%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC1=C(C2=CC3=NC(=CC4=C(C(=C([N-]4)C=C5C(=C(C(=N5)C=C1[N-]2)C)C=C)C)C=C)C(=C3CCC(=O)O)C)CCC(=O)O.[Zn+2]
• IUPAC Name: zinc;3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,23-diid-2-yl]propanoic acid
• InChIKey: FUTVBRXUIKZACV-UHFFFAOYSA-L
• INCHI: 1S/C34H34N4O4.Zn/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2
• Isomeric SMILES: CC1=C(C2=CC3=NC(=CC4=C(C(=C([N-]4)C=C5C(=C(C(=N5)C=C1[N-]2)C)C=C)C)C=C)C(=C3CCC(=O)O)C)CCC(=O)O.[Zn+2]
• PubChem CID: 439935
• Molecular Weight: 626.03

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Tetrapyrroles and derivatives
• Subclass: Metallotetrapyrroles
• Intermediate Tree Nodes: Not available
• Direct Parent: Metalloporphyrins
• Alternative Parents: Porphyrins Substituted pyrroles Dicarboxylic acids and derivatives Heteroaromatic compounds Organic transition metal salts Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Metalloporphyrin - Porphyrin - Dicarboxylic acid or derivatives - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Carboxylic acid derivative - Azacycle - Organic transition metal salt - Carboxylic acid - Organopnictogen compound - Carbonyl group - Organic zwitterion - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic salt - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as metalloporphyrins. These are polycyclic compounds containing a porphyrin moiety and a metal atom.
• 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

Chemical and Physical Properties

• Solubility: Insoluble in water. Soluble in ethanol, and DMSO, pyridine, or dimethyl formamide.
• Sensitivity: Moisture sensitive

References

1. Lei Zhou, Haifeng Liang, Yuxiang Ge, Wang Ding, Qing Chen, Taiwei Zhang, Lan Xiao, Yulin Li, Jian Dong, Xiaowen He, Fengfeng Xue, Libo Jiang.  (2022)  Precisely Targeted Nano-Controller of PD-L1 Level for Non-Small Cell Lung Cancer Spinal Metastasis Immunotherapy.  Advanced Healthcare Materials,  11  (20): (2200938).  [PMID:35904523] [10.1002/adhm.202200938]

2. Yan-Ting Lv, Tian-Bin Liu, Yue Li, Zhen-Yong Wang, Cai-Yu Lian, Lin Wang.  (2024)  HO-1 activation contributes to cadmium-induced ferroptosis in renal tubular epithelial cells via increasing the labile iron pool and promoting mitochondrial ROS generation.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:39025289] [10.1016/j.cbi.2024.111152]

3. Liangmin Wei, Jiyang Chu, Lijun Tan, Huanhuan Cai, Lei Wang, Baocai Xu.  (2025)  Lactiplantibacillus plantarum YR07 Fermentation: A Nitrite-Free Zinc Protoporphyrin Coloring Strategy for Fermented Sausages.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.107600]

4. Wenyi Yang, Xiang Chen, Chunyan Yang, Yanqing Mao, Wei Zhuang, Yunshan Xiao, Xueqin Zhang, Zhimin Ou, Ying Chen.  (2025)  Med20 regulates myelination in the peripheral nervous system by modulating ferroptosis of Schwann cells.  Cell Reports,      [PMID:41108685] [10.1016/j.celrep.2025.116448]

5. Yunhong Zhang, Zhen Zhang, Xinkui Liu, Chu Chu, Xiaoyan Yu, Qiaoqiao Han, Wei Li, Tingting Zhang, Huiyan Zu, Nannan Fan, Ran Wei, Feifei Shi, Fang Li, Fei Xu, Bin Wang, Xia Li.  (2025)  NAT10-Mediated ac4C-Modification Exacerbates Ferroptosis by Stabilizing HMOX1 in Deep Vein Thrombosis.  ARTERIOSCLEROSIS THROMBOSIS AND VASCULAR BIOLOGY,      [PMID:41467352] [10.1161/ATVBAHA.125.323986]