methyl 3-[9,14,19-tris(3-methoxy-3-oxopropyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoate

• ChemBase ID: 105875
• Molecular Formular: C40H46N4O8
• Molecular Mass: 710.81524
• Monoisotopic Mass: 710.33156445
• SMILES: COC(=O)CCc1c(C)/c/2=C/C3=N/C(=C/c4c(CCC(=O)OC)c(C)c([nH]4)/C=C/4\N=C(/C=c/1\[nH]2)C(=C4CCC(=O)OC)C)/C(=C3CCC(=O)OC)C
• Canonical SMILES: COC(=O)CCC1=C(C)/C/2=C\c3[nH]c(c(c3CCC(=O)OC)C)/C=C/3\N=C(/C=c/4\[nH]/c(=C\C1=N2)/c(C)c4CCC(=O)OC)C(=C3CCC(=O)OC)C
• InChI: InChI=1S/C40H46N4O8/c1-21-25(9-13-37(45)49-5)33-18-30-23(3)27(11-15-39(47)51-7)35(43-30)20-32-24(4)28(12-16-40(48)52-8)36(44-32)19-31-22(2)26(10-14-38(46)50-6)34(42-31)17-29(21)41-33/h17-20,41,44H,9-16H2,1-8H3/b29-17-,30-18-,31-19+,32-20-,33-18-,34-17+,35-20-,36-19-
• InChIKey: OVYASYKFNWTMII-GCCLJOJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[9,14,19-tris(3-methoxy-3-oxopropyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoate; methyl 3-[9,14,19-tris(3-methoxy-3-oxopropyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoate
• IUPAC Traditional name: methyl 3-[9,14,19-tris(3-methoxy-3-oxopropyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-4-yl]propanoate; methyl 3-[9,14,19-tris(3-methoxy-3-oxopropyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoate
• Synonyms: Tetramethyl 3,8,13,18-tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionate; Coproporphyrin I tetramethyl ester; COPROPORPHYRIN I TETRAMETHYL ESTER

Database IDs

• CAS Number: 25767-20-8
• EC Number: 247-253-5
• MDL Number: MFCD00079038
• PubChem SID: 24892699; 162087182
• PubChem CID: 96772

CALCULATED PROPERTIES

• Acid pKa: 15.390955
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 7.500518
• LogD (pH = 7.4): 7.597299
• Log P: 7.598609
• Molar Refractivity: 195.3322 cm^3
• Polarizability: 80.393745 Å^3
• Polar Surface Area: 162.56 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 252-254 °C(lit.)
• Absorption Wavelength: ε1%/400 nm, chloroform 1,900-2,500 (actual value given on label)

Safety Information

• German water hazard class: 3

Product Information

• Purity: >97%; ≥90% (HPLC)

DETAILS

MP Biomedicals - 02194889

Crystalline
Purity: >97%

Sigma Aldrich - C4529

Preparation Note
Enzymatically prepared