1-hydroxy-3-(octadecanoyloxy)propan-2-yl icosa-5,8,11,14-tetraenoate

• ChemBase ID: 105180
• Molecular Formular: C41H72O5
• Molecular Mass: 645.00738
• Monoisotopic Mass: 644.5379754
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC)CO
• InChI: InChI=1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3
• InChIKey: NSXLMTYRMFVYNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-3-(octadecanoyloxy)propan-2-yl icosa-5,8,11,14-tetraenoate
• IUPAC Traditional name: 1-hydroxy-3-(octadecanoyloxy)propan-2-yl icosa-5,8,11,14-tetraenoate
• Synonyms: 1-Octadecanoyl-2-([cis,cis,cis,cis]-5,8,11,14-eicosatetraenoyl)-sn-glycerol; 2-Arachidonoyl-1-stearoyl-sn-glycerol; 1-Stearoyl-2-arachidonoyl-sn-glycerol; C18:0/C20:4,[cis,cis,cis,cis]-5,8,11,14; 1-octadecanoyl-2-[(cis,cis,cis,cis)-5,8,11,14-eicosatetraenoyl]-sn-glycerol; 1-STEAROYL-2-ARACHIDONOYL-sn-GLYCEROL; 1-十八酰基-2-([顺,顺,顺,顺]-5,8,11,14-二十碳四烯酰)-sn-甘油; 2-花生四烯酰-1-硬脂酰-sn-甘油; 1-硬脂酰-2-花生酰-sn-甘油

Database IDs

• CAS Number: 65914-84-3
• MDL Number: MFCD00070361
• Beilstein Number: 2198923
• PubChem SID: 162091949
• PubChem CID: 5353266

CALCULATED PROPERTIES

• Acid pKa: 14.577784
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 13.222819
• LogD (pH = 7.4): 13.222819
• Log P: 13.222819
• Molar Refractivity: 199.7713 cm^3
• Polarizability: 77.4625 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: soluble20 mg/mL, clear, colorless

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (TLC); 98%
• Suitability: in accordance for fatty acid composition
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C41H72O5

DETAILS

MP Biomedicals - 02158994

Purity: 98%
Protein kinase C activator

Sigma Aldrich - 10920

Other Notes
Incorporation into sn-1-stearoyl-2-arachidonyl phosphatidylinositol by Swiss 3T3 cells1