(5S,6R,7E,9E,11Z,14E)-6-{[(2S)-2-amino-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid

• ChemBase ID: 132641
• Molecular Formular: C25H40N2O6S
• Molecular Mass: 496.6599
• Monoisotopic Mass: 496.26070801
• SMILES: CCCCC/C=C/C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SC[C@H](C(=O)NCC(=O)O)N
• Canonical SMILES: CCCCC/C=C/C/C=C\C=C\C=C\[C@H]([C@H](CCCC(=O)O)O)SC[C@H](C(=O)NCC(=O)O)N
• InChI: InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6+,10-9-,12-11+,16-13+/t20-,21+,22-/m1/s1
• InChIKey: YEESKJGWJFYOOK-GKWRKXFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6R,7E,9E,11Z,14E)-6-{[(2S)-2-amino-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid
• IUPAC Traditional name: (5S,6R,7E,9E,11Z,14E)-6-{[(2S)-2-amino-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid
• Synonyms: Leukotriene D4

Database IDs

• CAS Number: 73836-78-9
• MDL Number: MFCD00036839
• PubChem SID: 24896383; 162226918
• PubChem CID: 16219571

CALCULATED PROPERTIES

• Acid pKa: 3.2901797
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.29961765
• LogD (pH = 7.4): -2.1007082
• Log P: 0.76293856
• Molar Refractivity: 140.4232 cm^3
• Polarizability: 53.268963 Å^3
• Polar Surface Area: 149.95 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 1230
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 23/24/25-39/23/24/25
• Safety Statements: 36/37-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301 + H311 + H331-H370
• GHS Precautionary statements: P260-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1230 3/PG 2
• Storage Temperature: -70°C

Product Information

• Purity: ≥97%
• Concentration: ~50 μg/mL in methanol: water (7:3) containing 14 mM acetate buffer adjusted to pH 5.6 with NH4OH
• Shipped in: dry ice

DETAILS

Sigma Aldrich - L5011

Biochem/physiol Actions
Slow reacting substance of anaphylaxis (SRS-A). Potent bronchoconstrictor and mediator of asthmatic and inflammatory processes. Increases cytosolic free Ca2+ in epithelial cells.
包装
Packaged under argon.