(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoic acid

• ChemBase ID: 134421
• Molecular Formular: C20H32O3
• Molecular Mass: 320.46628
• Monoisotopic Mass: 320.23514488
• SMILES: C(CC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)CCO
• Canonical SMILES: OCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
• InChI: InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-
• InChIKey: NNDIXBJHNLFJJP-DTLRTWKJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoic acid
• IUPAC Traditional name: 20-hete
• Synonyms: 20-Hydroxyarachidonic acid; 20-HETE; 20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid

Database IDs

• CAS Number: 79551-86-3
• MDL Number: MFCD00171542
• PubChem SID: 162228697; 24895546
• PubChem CID: 5283157

CALCULATED PROPERTIES

• Acid pKa: 4.819772
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.3885164
• LogD (pH = 7.4): 2.615384
• Log P: 5.150492
• Molar Refractivity: 101.8827 cm^3
• Polarizability: 37.740055 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• UN Number: 1170
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Concentration: ~100 μg/mL in ethanol
• Shipped in: dry ice

DETAILS

Sigma Aldrich - H3023

Biochem/physiol Actions
Arachidonic acid metabolite via cytochrome P4504A that is an activator of the Ras/MAP pathway. It is involved in the regulation of sodium, potassium, and chloride transport in the renal tubules.
包装
Packaged under argon.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H3023.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.