(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid

• ChemBase ID: 132735
• Molecular Formular: C20H32O5
• Molecular Mass: 352.46508
• Monoisotopic Mass: 352.22497412
• SMILES: CCCCC[C@@H](/C=C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)O)O
• InChI: InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
• InChIKey: IXAQOQZEOGMIQS-SSQFXEBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid
• IUPAC Traditional name: lipoxin A4
• Synonyms: (5S,6R,15S)-Trihydroxy-(7E,9E,11Z,13E)-Eicosatetraenoic acid; Lipoxin A4

Database IDs

• CAS Number: 89663-86-5
• EC Number: 200-578-6
• MDL Number: MFCD00065845
• PubChem SID: 24896257; 162227012
• PubChem CID: 5280914

CALCULATED PROPERTIES

• Acid pKa: 4.4753394
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.9881325
• LogD (pH = 7.4): 0.22182968
• Log P: 3.050645
• Molar Refractivity: 104.3465 cm^3
• Polarizability: 38.97005 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: ethanol solution

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 7-16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Shipped in: dry ice

DETAILS

Sigma Aldrich - L0521

Biochem/physiol Actions
Potent human protein kinase C activator; inhibits cytotoxicity of natural killer cells.
包装
Packaged under argon.