methyl 4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraen-1-yl]oxiran-2-yl]butanoate

• ChemBase ID: 131101
• Molecular Formular: C21H32O3
• Molecular Mass: 332.47698
• Monoisotopic Mass: 332.23514488
• SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@H]1[C@@H](O1)CCCC(=O)OC
• Canonical SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1CCCC(=O)OC
• InChI: InChI=1S/C21H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-19-20(24-19)17-15-18-21(22)23-2/h7-8,10-14,16,19-20H,3-6,9,15,17-18H2,1-2H3/b8-7-,11-10-,13-12+,16-14+/t19-,20-/m0/s1
• InChIKey: WTKAVFHPLJFCMZ-NIBLXIPLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraen-1-yl]oxiran-2-yl]butanoate
• IUPAC Traditional name: methyl 4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraen-1-yl]oxiran-2-yl]butanoate
• Synonyms: (-)-Leukotriene A4 methyl ester

Database IDs

• CAS Number: 73466-12-3
• MDL Number: MFCD00065847
• PubChem SID: 24896396; 162225379
• PubChem CID: 6478221

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.5890536
• LogD (pH = 7.4): 5.5890536
• Log P: 5.5890536
• Molar Refractivity: 104.09 cm^3
• Polarizability: 39.183872 Å^3
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: triethylamine:hexane solution

Safety Information

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

Product Information

• Purity: ~98%
• Shipped in: dry ice

DETAILS

Sigma Aldrich - L5140

Biochem/physiol Actions
Precursor of leukotriene C4.
Caution
Free acid is unstable; hydrolysis is not recommended.
包装
Packaged under argon
Physical form
Solution in triethylamine: hexane (2:98)