[(2R)-2,3-bis(octadecanoyloxy)propoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

• ChemBase ID: 134208
• Molecular Formular: C45H87O13P
• Molecular Mass: 867.138241
• Monoisotopic Mass: 866.58842947
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O)OC(=O)CCCCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(O[C@@H]1[C@H](O)[C@H](O)[C@H]([C@@H]([C@H]1O)O)O)O
• InChI: InChI=1S/C45H87O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40-45,48-52H,3-36H2,1-2H3,(H,53,54)/t37-,40-,41-,42+,43-,44-,45-/m1/s1
• InChIKey: FQZQXPXKJFOAGE-KQKURGKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2,3-bis(octadecanoyloxy)propoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid
• IUPAC Traditional name: (2R)-2,3-bis(octadecanoyloxy)propoxy[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid
• Synonyms: L-α-Phosphatidylinositol from Glycine max (soybean); 1,2-Diacyl-sn-glycero-3-phospho-(1-D-myo-inositol); 1,2-二酰基-sn-甘油-3-磷酸基-(1-D-myo-肌醇); L-α-磷脂酰肌醇 来源于大豆

Database IDs

• CAS Number: 97281-52-2
• EC Number: 306-553-7
• Beilstein Number: 8535268
• PubChem SID: 162228485
• PubChem CID: 15488999

CALCULATED PROPERTIES

• Acid pKa: 1.8332553
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): 8.417542
• LogD (pH = 7.4): 8.396206
• Log P: 10.77233
• Molar Refractivity: 228.9718 cm^3
• Polarizability: 92.689415 Å^3
• Polar Surface Area: 209.51 Å^2
• Rotatable Bonds: 42
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: crude powder

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: ~50% (TLC); ≥40% (TLC)
• Biological Source: from soybean
• Shipped in: wet ice

DETAILS

Sigma Aldrich - P6636

Biochem/physiol Actions
Phospholipid membrane component, precursor of inositol phosphates.
Quality
May contain phosphatidic acid and phosphatidyl ethanolamine

Sigma Aldrich - 79427

Biochem/physiol Actions
Phospholipid membrane component, precursor of inositol phosphates.