methyl 3-[10,14,19-tris(3-methoxy-3-oxopropyl)-5,9,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoate

• ChemBase ID: 133478
• Molecular Formular: C40H46N4O8
• Molecular Mass: 710.81524
• Monoisotopic Mass: 710.33156445
• SMILES: Cc1/c/2=C/C3=N/C(=C\c4c(c(c([nH]4)/C=C/4\N=C(/C=c(/c1CCC(=O)OC)\[nH]2)C(=C4CCC(=O)OC)C)C)CCC(=O)OC)/C(=C3C)CCC(=O)OC
• Canonical SMILES: COC(=O)CCC1=C(C)C2=N/C/1=C\c1[nH]c(c(c1C)CCC(=O)OC)/C=C/1\N=C(/C=c/3\[nH]/c(=C\2)/c(CCC(=O)OC)c3C)C(=C1CCC(=O)OC)C
• InChI: InChI=1S/C40H46N4O8/c1-21-25(9-13-37(45)49-5)33-18-31-23(3)26(10-14-38(46)50-6)34(43-31)19-32-24(4)28(12-16-40(48)52-8)36(44-32)20-35-27(11-15-39(47)51-7)22(2)30(42-35)17-29(21)41-33/h17-20,41,44H,9-16H2,1-8H3/b29-17-,30-17-,31-18-,32-19-,33-18-,34-19-,35-20-,36-20-
• InChIKey: LBHYIBKOOKXTGC-LHPWBCDESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 5522-63-4
• EC Number: 226-869-8
• MDL Number: MFCD00213501
• PubChem SID: 162227755; 24892941
• PubChem CID: 111075

CALCULATED PROPERTIES

• Acid pKa: 15.390953
• 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: 168-170 °C(lit.)

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (HPLC)

DETAILS

Sigma Aldrich - C7157

Preparation Note
Enzymatically prepared
General description
One of the main tetrapyrrole compounds secreted by Rhodobacter sphaeroides in culture.1