(8S,15S)-8,15-dihydroxyicosa-5,9,11,13-tetraenoic acid

• ChemBase ID: 153563
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: CCCCC[C@@H](/C=C/C=C/C=C[C@H](C/C=C/CCCC(=O)O)O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/C=C/C=C[C@H](C/C=C/CCCC(=O)O)O)O
• InChI: InChI=1S/C20H32O4/c1-2-3-8-13-18(21)14-9-4-5-10-15-19(22)16-11-6-7-12-17-20(23)24/h4-6,9-11,14-15,18-19,21-22H,2-3,7-8,12-13,16-17H2,1H3,(H,23,24)/t18-,19+/m0/s1
• InChIKey: NNPWRKSGORGTIM-RBUKOAKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S,15S)-8,15-dihydroxyicosa-5,9,11,13-tetraenoic acid
• IUPAC Traditional name: (8S,15S)-8,15-dihydroxyicosa-5,9,11,13-tetraenoic acid
• Synonyms: (8S,15S)-DiHETE; (8S,15S)-Dihydroxy-(5Z,9E,11Z,13E)-eicosatetraenoic acid

Database IDs

• MDL Number: MFCD00063587
• PubChem SID: 162247702; 24893782
• PubChem CID: 71311679

CALCULATED PROPERTIES

• Acid pKa: 4.676901
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.2424986
• LogD (pH = 7.4): 1.4646546
• Log P: 4.125549
• Molar Refractivity: 102.985 cm^3
• Polarizability: 38.347828 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 14 °C; 57 °F

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1170
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-36/37/38
• Safety Statements: 16-26-36
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Concentration: ~75 μg/mL in ethanol
• Shipped in: dry ice

DETAILS

Sigma Aldrich - D3788

Packaging
Packaged under Argon.