methyl (5R,8S,9S,11Z,15Z,18R,19R,20Z)-14-acetyl-19-ethyl-9,13,18,25-tetramethyl-4-oxo-8-(3-oxo-3-{[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]oxy}propyl)-1,24,26,27-tetraaza-23-magnesaheptacyclo[10.10.2.13,22.17,10.117,20.02,6.015,24]heptacosa-2,6,10(27),11,13,15,17(26),20,22(25)-nonaene-5-carboxylate

• ChemBase ID: 130879
• Molecular Formular: C55H74MgN4O6
• Molecular Mass: 911.50426
• Monoisotopic Mass: 910.54587781
• SMILES: CC[C@H]1C2=Cc3c(c4c5n3[Mg]n3c(=CC6=NC(=C5[C@H](C4=O)C(=O)OC)[C@H]([C@@H]6C)CCC(=O)OC/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C)c(c(c3=CC(=N2)[C@@H]1C)C(=O)C)C)C
• Canonical SMILES: COC(=O)[C@@H]1C2=C3N=C([C@H]([C@@H]3CCC(=O)OC/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\C)C)C=c3n4[Mg]n5c2c(C1=O)c(c5C=C1N=C(C=c4c(c3C)C(=O)C)[C@@H]([C@H]1CC)C)C
• InChI: InChI=1S/C55H75N4O6.Mg/c1-13-39-34(7)41-29-46-48(38(11)60)36(9)43(57-46)27-42-35(8)40(52(58-42)50-51(55(63)64-12)54(62)49-37(10)44(59-53(49)50)28-45(39)56-41)23-24-47(61)65-26-25-33(6)22-16-21-32(5)20-15-19-31(4)18-14-17-30(2)3;/h25,27-32,34-35,39-40,51H,13-24,26H2,1-12H3,(H-,56,57,58,59,60,62);/q-1;+2/p-1/b33-25+;/t31-,32-,34-,35+,39-,40+,51-;/m1./s1
• InChIKey: DSJXIQQMORJERS-AGGZHOMASA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (5R,8S,9S,11Z,15Z,18R,19R,20Z)-14-acetyl-19-ethyl-9,13,18,25-tetramethyl-4-oxo-8-(3-oxo-3-{[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]oxy}propyl)-1,24,26,27-tetraaza-23-magnesaheptacyclo[10.10.2.1^3,^2^2.1^7,^1^0.1^1^7,^2^0.0^2,^6.0^1^5,^2^4]heptacosa-2,6,10(27),11,13,15,17(26),20,22(25)-nonaene-5-carboxylate
• IUPAC Traditional name: methyl (5R,8S,9S,11Z,15Z,18R,19R,20Z)-14-acetyl-19-ethyl-9,13,18,25-tetramethyl-4-oxo-8-(3-oxo-3-{[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]oxy}propyl)-1,24,26,27-tetraaza-23-magnesaheptacyclo[10.10.2.1^3,^2^2.1^7,^1^0.1^1^7,^2^0.0^2,^6.0^1^5,^2^4]heptacosa-2,6,10(27),11,13,15,17(26),20,22(25)-nonaene-5-carboxylate
• Synonyms: Bacteriochlorophyll a; Bacteriochlorophyll from Rhodopseudomonas sphaeroides

Database IDs

• CAS Number: 17499-98-8
• EC Number: 241-507-9
• MDL Number: MFCD00078976
• PubChem SID: 24891877; 162225157
• PubChem CID: 11953947

CALCULATED PROPERTIES

• Acid pKa: 3.7559881
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 9.828411
• LogD (pH = 7.4): 10.125399
• Log P: 10.320467
• Molar Refractivity: 261.627 cm^3
• Polarizability: 104.72373 Å^3
• Polar Surface Area: 122.38 Å^2
• Rotatable Bonds: 22
• 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

DETAILS

Sigma Aldrich - B5906

Quality
Partially purified