methyl (5R,8S,9S,11E,20Z)-14-ethenyl-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^{3,22}.1^{7,10}.1^{17,20}.0^{2,6}.0^{15,24}]heptacosa-2,6,10(27),11,13,15,17(26),18,20,22(25)-decaene-5-carboxylate

• ChemBase ID: 2576
• Molecular Formular: C55H72MgN4O5
• Molecular Mass: 893.48898
• Monoisotopic Mass: 892.53531312
• SMILES: CCC1=C(C2=NC1=Cc1n3[Mg]n4c(=C2)c(c(c4=CC2=NC(=C4c3c(c1C)C(=O)[C@@H]4C(=O)OC)[C@H]([C@@H]2C)CCC(=O)OC/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)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=C)C(=C1CC)C)C
• InChI: InChI=1S/C55H73N4O5.Mg/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42;/h13,26,28-33,37,41,51H,1,14-25,27H2,2-12H3,(H-,56,57,58,59,61);/q-1;+2/p-1/b34-26+;/t32-,33-,37+,41+,51-;/m1./s1
• InChIKey: ATNHDLDRLWWWCB-AENOIHSZSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (5R,8S,9S,11E,20Z)-14-ethenyl-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^{3,22}.1^{7,10}.1^{17,20}.0^{2,6}.0^{15,24}]heptacosa-2,6,10(27),11,13,15,17(26),18,20,22(25)-decaene-5-carboxylate; methyl (5R,8S,9S,11Z,15Z,20Z)-14-ethenyl-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),18,20,22(25)-decaene-5-carboxylate
• IUPAC Traditional name: methyl (5R,8S,9S,11E,20Z)-14-ethenyl-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^{3,22}.1^{7,10}.1^{17,20}.0^{2,6}.0^{15,24}]heptacosa-2,6,10(27),11,13,15,17(26),18,20,22(25)-decaene-5-carboxylate; methyl (5R,8S,9S,11Z,15Z,20Z)-14-ethenyl-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),18,20,22(25)-decaene-5-carboxylate
• Synonyms: Alpha Chlorophyll A; Chlorophyll a

Database IDs

• PubChem SID: 160966026; 46507736
• PubChem CID: 46936306; 12085802; 6433192
• Chemspider ID: 16736115
• Wikipedia Title: Chlorophyll_a

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.889738
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 11.83413
• LogD (pH = 7.4): 11.538469
• Log P: 11.828909
• Molar Refractivity: 261.4315 cm^3
• Polarizability: 105.663246 Å^3
• Polar Surface Area: 105.31 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.54
• LOG S: -7.52
• Solubility (Water): 2.94e-05 g/l

PROPERTIES

Physical Property

• Melting Point: 117 - 120°C
• Boiling Point: decomposes

DETAILS

DrugBank - DB02863

Drug information: experimental