methyl (5R,8S,9S)-14-ethenyl-19-ethyl-18-formyl-9,13,25-trimethyl-4-oxo-8-(3-oxo-3-{[(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-12,14,18-triene-5-carboxylate

• ChemBase ID: 138936
• Molecular Formular: C55H84MgN4O6
• Molecular Mass: 921.58366
• Monoisotopic Mass: 920.62412813
• SMILES: CCC1=C(C2Cc3c(c(c4n3[Mg]N3C(CC1N2)C(C1C3C(C2NC(C4)[C@H]([C@@H]2CCC(=O)OC/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)[C@H](C1=O)C(=O)OC)C)C)C=C)C=O
• Canonical SMILES: COC(=O)[C@@H]1C2C3NC([C@H]([C@@H]3CCC(=O)OC/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\C)C)Cc3n4[Mg]N5C2C(C1=O)C(C5CC1NC(Cc4c(c3C)C=C)C(=C1CC)C=O)C
• InChI: InChI=1S/C55H84N4O6.Mg/c1-12-38-35(8)42-27-43-36(9)40(23-24-48(61)65-26-25-34(7)22-16-21-33(6)20-15-19-32(5)18-14-17-31(3)4)52(58-43)50-51(55(63)64-11)54(62)49-37(10)44(59-53(49)50)28-46-39(13-2)41(30-60)47(57-46)29-45(38)56-42;/h12,25,30-33,36-37,40,43-44,46-47,49-53,57-58H,1,13-24,26-29H2,2-11H3;/q-2;+2/t32-,33-,36+,37?,40+,43?,44?,46?,47?,49?,50?,51-,52?,53?;/m1./s1
• InChIKey: HAQIWXHJESLOHZ-HCXDGLOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (5R,8S,9S)-14-ethenyl-19-ethyl-18-formyl-9,13,25-trimethyl-4-oxo-8-(3-oxo-3-{[(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-12,14,18-triene-5-carboxylate
• IUPAC Traditional name: methyl (5R,8S,9S)-14-ethenyl-19-ethyl-18-formyl-9,13,25-trimethyl-4-oxo-8-(3-oxo-3-{[(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-12,14,18-triene-5-carboxylate
• Synonyms: Chlorophyll b from spinach; 叶绿素 b 来源于菠菜

Database IDs

• CAS Number: 519-62-0
• EC Number: 208-272-4
• MDL Number: MFCD00079053
• Beilstein Number: 4122778
• PubChem SID: 162233187; 24855584
• PubChem CID: 71310193

CALCULATED PROPERTIES

• Acid pKa: 8.440163
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.8731924
• LogD (pH = 7.4): 2.4071953
• Log P: 7.187678
• Molar Refractivity: 262.9968 cm^3
• Polarizability: 105.053085 Å^3
• Polar Surface Area: 118.97 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 183-185 °C(lit.)
• Absorption Wavelength: λmax 643 nm

Safety Information

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

Product Information

• Purity: ~95% (HPLC)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C55H70MgN4O6

DETAILS

Sigma Aldrich - 25740

Biochem/physiol Actions
Chlorophyll b extends the absorption spectrum of light-harvesting complexes LHC-I and LHC-II above 700 nm, a region of the visible spectrum that is not absorbed when only chlorophyll a is present in the LHCs.1
Other Notes
Dielectric properties in nematic liquid crystals2; Polarization spectra3; Characterization4,5; Note: anhydrous chlorophylls are very easily enolized, epimerized and allomerized in polar organic solvents (dry).

Sigma Aldrich - 258261

Biochem/physiol Actions
Chlorophyll b extends the absorption spectrum of light-harvesting complexes LHC-I and LHC-II above 700 nm, a region of the visible spectrum that is not absorbed when only chlorophyll a is present in the LHCs.1