sodium (2R)-1-(octadecanoyloxy)-3-{[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphonato]oxy}propan-2-yl octadecanoate

• ChemBase ID: 133725
• Molecular Formular: C45H86NaO13P
• Molecular Mass: 889.120071
• Monoisotopic Mass: 888.57037372
• 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.[Na+]
• 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-].[Na+]
• InChI: InChI=1S/C45H87O13P.Na/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);/q;+1/p-1/t37-,40-,41-,42+,43-,44-,45-;/m1./s1
• InChIKey: OSYCDGBQPGKSOV-GJCFFWOHSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R)-1-(octadecanoyloxy)-3-{[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphonato]oxy}propan-2-yl octadecanoate
• IUPAC Traditional name: sodium (2R)-1-(octadecanoyloxy)-3-{[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphonato]oxy}propan-2-yl octadecanoate
• Synonyms: L-α-Phosphatidylinositol sodium salt from Glycine max (soybean); PI; PtdIns; L-α-Phosphatidylinositol sodium salt; Phosphatidylinositol sodium salt; 1,2-二酰基-sn-甘油-3-磷酸基-(1-D-myo-肌醇); L-α-磷脂酰肌醇 钠盐 来源于大豆; L-α-磷脂酰肌醇 钠盐

Database IDs

• MDL Number: MFCD00145109
• Beilstein Number: 8307111
• PubChem SID: 162228002
• PubChem CID: 71308709

CALCULATED PROPERTIES

• Acid pKa: 1.8332553
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 8.417542
• LogD (pH = 7.4): 8.396206
• Log P: 10.77233
• Molar Refractivity: 227.8501 cm^3
• Polarizability: 92.577034 Å^3
• Polar Surface Area: 212.34 Å^2
• Rotatable Bonds: 42
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform/methanol (9:1): soluble20 mg/mL, clear, colorless to very faintly yellow

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: ≥99%
• Compostion: 16:0, ~35% (fatty acid); 18:0, ~8% (fatty acid); 18:1, ~7% (fatty acid); 18:2, ~40% (fatty acid); 18:3, ~5% (fatty acid)
• Biological Source: from soybean
• Shipped in: wet ice

DETAILS

Sigma Aldrich - P0639

Biochem/physiol Actions
磷脂膜组分，磷酸肌醇的前体。
Other Notes
主要含亚油酸和棕榈酸。