3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.13,6.113,16.08,23.018,21]pentacosa-1,3(25),4,6,8,10,12,14,16(24),17,19-undecaen-4-yl]propanoic acid

• ChemBase ID: 127654
• Molecular Formular: C34H32FeN4O4
• Molecular Mass: 616.48728
• Monoisotopic Mass: 616.17729302
• SMILES: OC(=O)CCC1=C(C)C2=Cc3n4c(C=C5N=C(C=c6c(c(c(=CC1=N2)n6[Fe]4)CCC(=O)O)C)C(=C5C=C)C)c(c3C=C)C
• Canonical SMILES: C=CC1=C(C)C2=NC1=Cc1c(C)c(c3n1[Fe]n1c(=C2)c(C)c(c1=CC1=NC(=C3)C(=C1CCC(=O)O)C)CCC(=O)O)C=C
• InChI: InChI=1S/C34H34N4O4.Fe/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
• InChIKey: KABFMIBPWCXCRK-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1^3,^6.1^1^3,^1^6.0^8,^2^3.0^1^8,^2^1]pentacosa-1,3(25),4,6,8,10,12,14,16(24),17,19-undecaen-4-yl]propanoic acid
• IUPAC Traditional name: 3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1^3,^6.1^1^3,^1^6.0^8,^2^3.0^1^8,^2^1]pentacosa-1,3(25),4,6,8,10,12,14,16(24),17,19-undecaen-4-yl]propanoic acid
• Synonyms: Iron protoporphyrin IX; protoheme IX; Heme B

Database IDs

• CAS Number: 14875-96-8
• PubChem SID: 162221972
• PubChem CID: 444098
• Chemspider ID: 16739950
• MeSH Name: Heme+b
• Wikipedia Title: Heme_B

CALCULATED PROPERTIES

• Acid pKa: 3.6556797
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 5.240648
• LogD (pH = 7.4): 1.9069884
• Log P: 8.0690775
• Molar Refractivity: 165.0326 cm^3
• Polarizability: 69.23801 Å^3
• Polar Surface Area: 110.24 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false