methyl 3-[20-(3-methoxy-3-oxopropyl)-5,10,15,19-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: 147792
• Molecular Formular: C32H34N4O4
• Molecular Mass: 538.63676
• Monoisotopic Mass: 538.25800559
• SMILES: Cc1c/c/2=C/C3=N/C(=C\c4c(c(c([nH]4)/C=C/4\N=C(/C=c/1\[nH]2)C(=C4CCC(=O)OC)C)CCC(=O)OC)C)/C=C3C
• Canonical SMILES: COC(=O)CCc1c2/C=C/3\N=C(C(=C3CCC(=O)OC)C)/C=c/3\[nH]/c(=C\C4=N/C(=C\c(c1C)[nH]2)/C=C4C)/cc3C
• InChI: InChI=1S/C32H34N4O4/c1-17-11-22-14-27-19(3)23(7-9-31(37)39-5)29(35-27)16-30-24(8-10-32(38)40-6)20(4)28(36-30)15-26-18(2)12-21(34-26)13-25(17)33-22/h11-16,34-35H,7-10H2,1-6H3/b21-13-,22-14-,25-13-,26-15-,27-14-,28-15-,29-16-,30-16-
• InChIKey: JDWKDJYBNJTDOW-RWJCOFQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[20-(3-methoxy-3-oxopropyl)-5,10,15,19-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
• IUPAC Traditional name: methyl 3-[20-(3-methoxy-3-oxopropyl)-5,10,15,19-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
• Synonyms: NSC 17451; Dimethyl 3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionate; Deuteroporphyrin IX dimethyl ester from bovine blood; 3,7,12,17-四甲基-21H,23H-卟吩-2,18-二丙酸二甲酯; 次卟啉二甲酯 来源于牛血液

Database IDs

• CAS Number: 10589-94-3
• EC Number: 234-195-0
• MDL Number: MFCD00010033
• PubChem SID: 162241975; 24867609
• PubChem CID: 95097

CALCULATED PROPERTIES

• Acid pKa: 15.486902
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.0194755
• LogD (pH = 7.4): 7.1405187
• Log P: 7.1421866
• Molar Refractivity: 153.9768 cm^3
• Polarizability: 64.22317 Å^3
• Polar Surface Area: 109.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 217-220 °C(lit.)
• Absorption Wavelength: λmax 399 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 90%
• Grade: technical grade
• Empirical Formula (Hill Notation): C32H34N4O4

DETAILS

Sigma Aldrich - 440566

Packaging
100 mg in glass bottle
Application
Reactant for synthesis of:
• Deuteroporphyrindimethylester Ru(II) complexes1
• Rh porphyrins2
• Porphyrin-linked nitroimidazole antibiotics3
• Porphyrin-fullerene dyads4
• Porphyrin-platinum complexes5