5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N'-[(15S)-15-hydroxyicosa-5,8,11,13-tetraenoyl]pentanehydrazide

• ChemBase ID: 155589
• Molecular Formular: C30H48N4O4S
• Molecular Mass: 560.79152
• Monoisotopic Mass: 560.33962704
• SMILES: CCCCC[C@@H](/C=C/C=C/C/C=C/C/C=C/CCCC(=O)NNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2)O
• Canonical SMILES: CCCCC[C@@H](/C=C/C=C/C/C=C/C/C=C/CCCC(=O)NNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)O
• InChI: InChI=1S/C30H48N4O4S/c1-2-3-13-18-24(35)19-14-11-9-7-5-4-6-8-10-12-15-21-27(36)33-34-28(37)22-17-16-20-26-29-25(23-39-26)31-30(38)32-29/h4-5,8-11,14,19,24-26,29,35H,2-3,6-7,12-13,15-18,20-23H2,1H3,(H,33,36)(H,34,37)(H2,31,32,38)/t24-,25-,26-,29-/m0/s1
• InChIKey: CVMXPPQBNJUHBS-VZTVMPNDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N'-[(15S)-15-hydroxyicosa-5,8,11,13-tetraenoyl]pentanehydrazide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N'-[(15S)-15-hydroxyicosa-5,8,11,13-tetraenoyl]pentanehydrazide
• Synonyms: 15(S)-HETE-biotin; 15(S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraene-(2-biotinyl)hydrazide

Database IDs

• MDL Number: MFCD02259350
• PubChem SID: 162249727
• PubChem CID: 71312161

CALCULATED PROPERTIES

• Acid pKa: 10.650388
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): 4.502734
• LogD (pH = 7.4): 4.502521
• Log P: 4.502737
• Molar Refractivity: 163.5648 cm^3
• Polarizability: 62.005936 Å^3
• Polar Surface Area: 119.56 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: ethanol solution

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1170
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-36/37/38
• Safety Statements: 7-16-26-36
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Shipped in: wet ice
• abs.: εmax/236 nm 23,000
• Empirical Formula (Hill Notation): C30H48N4O4S

DETAILS

Sigma Aldrich - H6785

Application
May be used to detect 15(S)-HETE binding proteins and/or receptors.
Biochem/physiol Actions
Potent 5-lipoxygenase inhibitor.
Other Notes
15(S)-HETE is a major arachidonic acid metabolite produced from the 15-lipoxygenase pathway.