(2S)-2-(acetyloxy)-3-hydroxypropyl (9Z)-octadec-9-enoate

• ChemBase ID: 133342
• Molecular Formular: C23H42O5
• Molecular Mass: 398.57658
• Monoisotopic Mass: 398.30322444
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)C
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](OC(=O)C)CO
• InChI: InChI=1S/C23H42O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)27-20-22(19-24)28-21(2)25/h10-11,22,24H,3-9,12-20H2,1-2H3/b11-10-/t22-/m0/s1
• InChIKey: PWTCCMJTPHCGMS-YRBAHSOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(acetyloxy)-3-hydroxypropyl (9Z)-octadec-9-enoate
• IUPAC Traditional name: (2S)-2-(acetyloxy)-3-hydroxypropyl (9Z)-octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic acid (2S)-2-(acetyloxy)-3-hydroxypropyl ester; DG(18:1(9Z)/2:0/0:0); OAG; 1-Oleoyl-2-acetyl-sn-glycerol; 1-(顺-9-油酰基)-2-乙酰基-sn-甘油; 2-乙酰基-1-油酰基-sn-甘油; 1-油酰基-2-乙酰基-sn-丙三醇

Database IDs

• CAS Number: 86390-77-4
• MDL Number: MFCD00166985
• Beilstein Number: 8168731
• PubChem SID: 24898039; 162227619
• PubChem CID: 6437055

CALCULATED PROPERTIES

• Acid pKa: 14.577799
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.050381
• LogD (pH = 7.4): 6.0503807
• Log P: 6.050381
• Molar Refractivity: 113.5776 cm^3
• Polarizability: 44.997517 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble (lit.); ethanol: soluble20 mg/mL (lit.)
• Apperance: oil

Safety Information

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

Pharmacology Properties

• Gene Information: human ... PRKCA(5578)

Product Information

• Purity: ≥97% (TLC)
• Shipped in: dry ice

DETAILS

Sigma Aldrich - O6754

Biochem/physiol Actions
常用作钙依赖性蛋白激酶 C (PKC) 的活化剂。
Caution
储存中或成溶液时可能发生异构化。
Other Notes
合成的细胞通透性甘油二酯类似物。