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Protoporphyrin IX - 10mM in DMSO, high purity , CAS No.553-12-8

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
P424713
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P424713-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$127.90

Basic Description

Synonyms protoporphyrin IX | protoporphyrin | 553-12-8 | Ooporphyrin | Protoporpyrin IX | Porphyrinogen IX | Protoporphyrin IX disodium | Kammerer's prophyrin | ppIX | H2ppIX | Kammerer's porphyrin | MLS001074731 | 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihy
Specifications & Purity 10mM in DMSO
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 Temp Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Protoporphyrin-9 is the key porphyrin in animal and plant cells, presenting a precursor scaffold for heme sites and other metal domains contained in metalloproteins. Iron is introduced to the porphyrin to generate heme, the primary oxygen-binding moiety found in proteins. Protoporphyrin-9 as heme is incorporated into hemoglobin, catalase, peroxidase, and certain cytochrome enzymes. Introduction of magnesium into Protoporphyrin-9 and subsequent transformations generates chlorophyll, the main light energy-gathering pigment in plants necessary for photosynthesis. Protoporphyrin-9 is also demonstrated to activate guanylate cyclase, indicating that cellular levels of Protoporphyrin-9 and heme may serve to regulate guanylate cyclase activity and tissue cyclic GMP levels. λex 402 nm, 409 nm λem 625 nm, 633 nm
Activates soluble guanylyl cyclase. The precursor to heme sites and chlorophyll

Taxonomic Classification

Taxonomy Tree

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

Names and Identifiers

IUPAC Name 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
INCHI 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)
InChIKey ZCFFYALKHPIRKJ-UHFFFAOYSA-N
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
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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

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

Citations of This Product

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