{[(1R,2R,3S,4R,5S,6S)-3-({[(2R)-2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2,4,6-trihydroxy-5-(phosphonooxy)cyclohexyl]oxy}phosphonic acid

• ChemBase ID: 155493
• Molecular Formular: C41H81O19P3
• Molecular Mass: 970.991723
• Monoisotopic Mass: 970.45849026
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)OP(=O)(O)O)O)OP(=O)(O)O)O)OC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCC)COP(=O)(O[C@@H]1[C@H](O)[C@H](OP(=O)(O)O)[C@H]([C@@H]([C@H]1O)OP(=O)(O)O)O)O
• InChI: InChI=1S/C41H81O19P3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)55-31-33(57-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-63(53,54)60-41-37(45)39(58-61(47,48)49)36(44)40(38(41)46)59-62(50,51)52/h33,36-41,44-46H,3-32H2,1-2H3,(H,53,54)(H2,47,48,49)(H2,50,51,52)/t33-,36-,37-,38-,39-,40+,41-/m1/s1
• InChIKey: UZMPYXSDDZXMAI-LNNNXZRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1R,2R,3S,4R,5S,6S)-3-({[(2R)-2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2,4,6-trihydroxy-5-(phosphonooxy)cyclohexyl]oxy}phosphonic acid
• IUPAC Traditional name: [(1R,2R,3S,4R,5S,6S)-3-{[(2R)-2,3-bis(hexadecanoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2,4,6-trihydroxy-5-(phosphonooxy)cyclohexyl]oxyphosphonic acid
• Synonyms: L-α-Phosphatidyl-D-myo-inositol 3,5-diphosphate, dipalmitoyl

Database IDs

• MDL Number: MFCD02179209
• PubChem SID: 162249631; 24898696
• PubChem CID: 643961

CALCULATED PROPERTIES

• Acid pKa: 0.81121606
• H Acceptors: 13
• H Donor: 8
• LogD (pH = 5.5): 1.4878942
• LogD (pH = 7.4): -0.7956006
• Log P: 8.746923
• Molar Refractivity: 232.3136 cm^3
• Polarizability: 94.182274 Å^3
• Polar Surface Area: 302.57 Å^2
• Rotatable Bonds: 42
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: soluble; DMSO: soluble; ethanol: soluble

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

• Empirical Formula (Hill Notation): C41H81O19P3

DETAILS

Sigma Aldrich - P5713

Biochem/physiol Actions
Component of lipid signaling pathway.