3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl(21,22,23,24-15N4)-21,22,23,24-tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid

• ChemBase ID: 164954
• Molecular Formular: C36H38N4O8
• Molecular Mass: 658.68255559
• Monoisotopic Mass: 658.25710377
• SMILES: C1(=C(C2=[15N]/C/1=C\c1c(c(c([15nH]1)/C=C\1/C(=C(C(=[15N]1)/C=c\1/c(c(/c(=C/2)/[15nH]1)CCC(=O)O)C)CCC(=O)O)C)CCC(=O)O)C)C)CCC(=O)O
• Canonical SMILES: OC(=O)CCC1=C(C)/C/2=C/c3[15nH]c(c(c3CCC(=O)O)C)/C=C/3\[15N]=C(/C=c/4\[15nH]/c(=C\C1=[15N]2)/c(C)c4CCC(=O)O)C(=C3CCC(=O)O)C
• InChI: InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-14-,27-15-,28-16-,29-14-,30-13-,31-16-,32-15-/i37+1,38+1,39+1,40+1
• InChIKey: VORBHEGMEBOMMB-RAUFLOBRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl(21,22,23,24-^1^5N₄)-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid
• IUPAC Traditional name: 3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl(21,22,23,24-^1^5N₄)-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid
• Synonyms: 3,8,13,18-Tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropanoic Acid-15N4 Sodium BIsulfate Salt; 3,8,13,18-Tetramethyl- 2,7,12,17-porphinetetrapropionic Acid-15N4 Sodium BIsulfate Salt; 3,8,13,18-Tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionic Acid-15N4 Sodium BIsulfate Salt; NSC 267073-15N4 Sodium BIsulfate Salt; Coproporphyrin I-15N4 Sodium BIsulfate Salt

Database IDs

• PubChem SID: 162259088
• PubChem CID: 71314976

CALCULATED PROPERTIES

• Acid pKa: 3.556046
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 1.923932
• LogD (pH = 7.4): -4.9299426
• Log P: 5.003864
• Molar Refractivity: 176.2558 cm^3
• Polarizability: 71.99323 Å^3
• Polar Surface Area: 206.56 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C685402

Labelled Coproporphyrin I. Coproporphyrin I is a porphyrin, a naturally occuring aromatic heterocyclic marcomolecule. The ratio of Coproporphyrin I and Coproporphyrin III provides a useful biochemical marker for distinguishing familial and sporadic porphy

REFERENCES

• Badcock, N.R. et al.: Clin. Chem., 41, 1315 (1995)
• Hindmarsh, J. et al.: Clin. Biochem., 32, 609 (1995)
• Geier, D.A. et al.: J. Neurol. Sci., 280, 101 (1995)