Protoporphyrin IX

Protoporphyrin IX
Identifiers
CAS Number	553-12-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15430 ;
ChEMBL	ChEMBL267548 ;
ChemSpider	10469486 ;
ECHA InfoCard	100.008.213
EC Number	209-033-7;
Gmelin Reference	251232
KEGG	C02191;
PubChem CID	4971;
UNII	C2K325S808 ;
CompTox Dashboard (EPA)	DTXSID4048353 ;
	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/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16- Key: KSFOVUSSGSKXFI-UJJXFSCMSA-N ;
	SMILES CC\1=C(/C/2=C/C3=N/C(=C\C4=C(C(=C(N4)/C=C\5/C(=C(C(=N5)/C=C1\N2)C=C)C)C=C)C)/C(=C3CCC(=O)O)C)CCC(=O)O;
Properties
Chemical formula	C34H34N4O4
Molar mass	562.658 g/mol
Density	1.27 g/cm3
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Protoporphyrin IX is an organic compound, classified as a porphyrin, that plays an important role in living organisms as a precursor to other critical compounds like heme (hemoglobin) and chlorophyll. It is a deeply colored solid that is not soluble in water. The name is often abbreviated as PPIX.

Protoporphyrin IX contains a porphine core, a tetrapyrrole macrocycle with a marked aromatic character. Protoporphyrin IX is essentially planar, except for the N-H bonds that are bent out of the plane of the rings, in opposite (trans) directions.^[2]

^ "protoporphyrin IX". pubchem.ncbi.nlm.nih.gov.
^ Winslow S. Caughey; James A. Ibers (1977). "Crystal and Molecular Structure of the Free Base Porphyrin, Protoporphyrin IX Dimethyl Ester". J. Am. Chem. Soc. 99 (20): 6639–6645. doi:10.1021/ja00462a027. PMID 19518.

[1] "protoporphyrin IX". pubchem.ncbi.nlm.nih.gov.

[2] Winslow S. Caughey; James A. Ibers (1977). "Crystal and Molecular Structure of the Free Base Porphyrin, Protoporphyrin IX Dimethyl Ester". J. Am. Chem. Soc. 99 (20): 6639–6645. doi:10.1021/ja00462a027. PMID 19518.

[1]

[2]

Identifiers

CAS Number	553-12-8^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15430^Y
ChEMBL	ChEMBL267548^Y
ChemSpider	10469486^Y
ECHA InfoCard	100.008.213
EC Number	209-033-7
Gmelin Reference	251232
KEGG	C02191
PubChem CID	4971
UNII	C2K325S808^Y
CompTox Dashboard (EPA)	DTXSID4048353
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/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-^Y Key: KSFOVUSSGSKXFI-UJJXFSCMSA-N^Y
SMILES CC\1=C(/C/2=C/C3=N/C(=C\C4=C(C(=C(N4)/C=C\5/C(=C(C(=N5)/C=C1\N2)C=C)C)C=C)C)/C(=C3CCC(=O)O)C)CCC(=O)O
Properties
Chemical formula	C₃₄H₃₄N₄O₄
Molar mass	562.658 g/mol
Density	1.27 g/cm³
Hazards
GHS labelling:^[1]
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references