H1142

15(S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid

~150 μg/mL in ethanol, ≥97.0% (HPLC)

• Synonym(s): (15S,5Z,8Z,11Z,13E)-15-Hydroxyeicosatetraenoic acid, (S)-15-HETE, 15(S)-HETE
• Empirical Formula (Hill Notation): C₂₀H₃₂O₃
• CAS Number: 54845-95-3
• Molecular Weight: 320.47
• Beilstein/REAXYS Number: 2470466
• MDL number: MFCD00063590
• UNSPSC Code: 12352200
• PubChem Substance ID: 24895431

Properties

• assay: ≥97.0% (HPLC)
• concentration: ~150 μg/mL in ethanol
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: CCCCC[C@H](O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O
• InChI: 1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1
• InChI key: JSFATNQSLKRBCI-VAEKSGALSA-N

Description

Biochem/physiol Actions

Metabolite of arachidonic acid via the 15-lipoxygenase pathway that may be involved in pulmonary anti-inflammatory responses through the inhibition of 5-lipoxygenase. 15(S)-HETE suppresses the incorporation of thymidine and biosynthesis of prostaglandin E2 in tumor cell cultures. Treatment of colon cancer cells with 15(S)-HETE inhibited cell proliferation and induced apoptosis, which was preceded by an increase in TGF-beta-inducible early gene (TIEG) and a decrease in Bcl-2.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H225,H315,H319,H335
• pcodes: P210 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 57.2 °F - closed cup
• flash_point_c: 14 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter