(2S)-1-hydroxy-3-(octadec-9-enoyloxy)propan-2-yl octadec-9-enoate

• ChemBase ID: 155429
• Molecular Formular: C39H72O5
• Molecular Mass: 620.98598
• Monoisotopic Mass: 620.5379754
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)CO
• InChI: InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/t37-/m0/s1
• InChIKey: AFSHUZFNMVJNKX-QNGWXLTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-hydroxy-3-(octadec-9-enoyloxy)propan-2-yl octadec-9-enoate
• IUPAC Traditional name: (2S)-1-hydroxy-3-(octadec-9-enoyloxy)propan-2-yl octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic acid 1,1′-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester; DG(18:1(9Z)/18:1(9Z)/0:0); DG(18:1/18:1/0:0); (S)-1,2-Diolein; (S)-Glycerol 1,2-dioleate; 1,2-Di(cis-9-octadecenoyl)-sn-glycerol; 1,2-Dioleoyl-sn-glycerol; (S)-1,2-二油精; (S)-甘油-1,2-二油酸酯; 1,2-二(顺式-9-油酰基)-sn-甘油; 1,2-二油酰基-sn-甘油

Database IDs

• CAS Number: 24529-88-2
• MDL Number: MFCD00148866
• Beilstein Number: 1730457
• PubChem SID: 162249567; 24893212
• PubChem CID: 6505653

CALCULATED PROPERTIES

• Acid pKa: 14.577784
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 13.057525
• LogD (pH = 7.4): 13.057525
• Log P: 13.057525
• Molar Refractivity: 188.3361 cm^3
• Polarizability: 74.24763 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: RK1250000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%; ≥98.0% (TLC)
• Compostion: 18:1, ≥99% (fatty acid)
• Impurities: 1,3-isomer, trace
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C39H72O5

DETAILS

Sigma Aldrich - 42494

Other Notes
The interfacial conformation and transbilayer movement of diacylglycerols in phospholipid bilayers1