Protoporphyrin IX(PPIX) - Moligand™,≥95% , CAS No.553-12-8

CAS: 553-12-8 Cat. No.: P103197 Formula: C₃₄H₃₄N₄O₄ Molecular Weight: 562.66 Beilstein Registry Number: 380795 EC Number: 209-033-7

GRADE & PURITY Moligand™, ≥95%

Synonyms

H2ppIX | KBio1_000074 | KBio2_001780 | KBio2_006916 | SR-01000763747 | EINECS 209-033-7 | NCGC00015844-03 | 21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl- | 3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acid |

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

General description：Protoporphyrin IX belongs to the porphyrin family, which are a class of tetrapyrroles. It is the iron-free form of hemin and amphiphilic in nature. It is the precursor of heme in its biosynthetic pathway.
Protoporphyrin IX imparts red color to heme and is the major porphyrin in blood. It is synthesized from protoporphyrinogen IX in the presence of protoporphyrinogen IX oxidase.
Application：Protoporphyrin IX has been used:
as a standard in protoporphyrin assays；
in fluorescence spectra analysis；
to treat cells in cell culture to study heme-mediated ferroportin 1 transcription；
Activates soluble guanylyl cyclase.

Specifications

Synonyms

H2ppIX | KBio1_000074 | KBio2_001780 | KBio2_006916 | SR-01000763747 | EINECS 209-033-7 | NCGC00015844-03 | 21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl- | 3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acid |

Specifications & Purity

Moligand™,≥95%

Biochemical and Physiological Mechanisms

Protoporphyrin IX penetrates human erythrocytes and aids the release of oxygen from them. It forms complexes with myoglobin and hemoglobin. It is a photosensitizer used in the photodynamic therapy of cancer.

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

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

Grade

Moligand™

Purity

≥95%

Names and Identifiers

Pubchem Sid

508812649

Canonical Smiles

CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)C=C)C)C(=C4CCC(=O)O)C)C(=C3C)CCC(=O)O)C=C

IUPAC Name

3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid

InChIKey

ZCFFYALKHPIRKJ-UHFFFAOYSA-N

INCHI

1S/C34H34N4O4/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/h7-8,13-16,35-36H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)

Isomeric SMILES

CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)C=C)C)C(=C4CCC(=O)O)C)C(=C3C)CCC(=O)O)C=C

WGK Germany

3

Molecular Weight

562.66

Beilstein

380795

Reaxy-Rn

25807361

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25807361&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Tetrapyrroles and derivatives
• Subclass: Porphyrins
• Intermediate Tree Nodes: Not available
• Direct Parent: Porphyrins
• Alternative Parents: Substituted pyrroles Dicarboxylic acids and derivatives Heteroaromatic compounds Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Porphyrin - Dicarboxylic acid or derivatives - Substituted pyrrole - Pyrrole - Heteroaromatic compound - Azacycle - Carboxylic acid - Carboxylic acid derivative - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as porphyrins. These are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.
• 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: Soluble in DMSO (10 mg/ml), ethanol (10 mg/ml), chloroform, glacial acetic acid, alcohol containing hydrochloric acid, ether containing glacial acetic acid, hydrochloric acid, dilute alkalies, aniline, and pyridine. Insoluble in disodium salts, and dipota
• Sensitivity: Light sensitive.
• Molecular Weight: 562.700 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 562.258 Da
• Monoisotopic Mass: 562.258 Da
• Topological Polar Surface Area: 132.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 1010.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1