methyl 3-[(21S,22S)-16-ethenyl-11-ethyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1(23),2(6),5(26),8,10(25),11,13,15,17,19-decaen-22-yl]propanoate

• ChemBase ID: 155232
• Molecular Formular: C34H36N4O3
• Molecular Mass: 548.67464
• Monoisotopic Mass: 548.27874103
• SMILES: CCC1=C(/C/2=C/c3c(c(c([nH]3)/C=C/3\N=C(C4=c5c(c(/c(=C/C1=N2)/[nH]5)C)C(=O)C4)[C@H]([C@@H]3C)CCC(=O)OC)C)C=C)C
• Canonical SMILES: COC(=O)CC[C@H]1[C@H](C)/C/2=C/c3[nH]c(c(c3C)C=C)/C=C/3\N=C(/C=c/4\[nH]c5=C(C1=N2)CC(=O)c5c4C)C(=C3C)CC
• InChI: InChI=1S/C34H36N4O3/c1-8-20-16(3)24-13-26-18(5)22(10-11-31(40)41-7)33(37-26)23-12-30(39)32-19(6)27(38-34(23)32)15-29-21(9-2)17(4)25(36-29)14-28(20)35-24/h8,13-15,18,22,35,38H,1,9-12H2,2-7H3/b24-13-,25-14-,26-13-,27-15-,28-14-,29-15-,33-23-/t18-,22-/m0/s1
• InChIKey: RYLBYBPLWNFWPG-CMMLGHQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[(21S,22S)-16-ethenyl-11-ethyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^5,^8.1^1^0,^1^3.1^1^5,^1^8.0^2,^6]hexacosa-1(23),2(6),5(26),8,10(25),11,13,15,17,19-decaen-22-yl]propanoate
• IUPAC Traditional name: methyl 3-[(21S,22S)-16-ethenyl-11-ethyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^5,^8.1^1^0,^1^3.1^1^5,^1^8.0^2,^6]hexacosa-1(23),2(6),5(26),8,10(25),11,13,15,17,19-decaen-22-yl]propanoate
• Synonyms: MPP a; Pyropheophorbide a methyl ester

Database IDs

• CAS Number: 6453-67-4
• MDL Number: MFCD00057989
• PubChem SID: 24898454; 162249370
• PubChem CID: 6918492

CALCULATED PROPERTIES

• Acid pKa: 11.686845
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.211164
• LogD (pH = 7.4): 7.292886
• Log P: 7.2940593
• Molar Refractivity: 161.1733 cm^3
• Polarizability: 65.09897 Å^3
• Polar Surface Area: 100.73 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TSPO(706)

Product Information

• Purity: ~95%
• Empirical Formula (Hill Notation): C34H36N4O3

DETAILS

Sigma Aldrich - P3787

Linkage
Chlorophyll analog for studies of photosynthesis.