A racemic version of a CYP450 pathway metabolite of arachidonic acid
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(±)5(6)-DiHET

Item No. 51211

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoic acid
CAS Number
213382-49-1
Synonyms
  • (±)5,6-DiHETrE
Molecular Formula
C20H34O4
Formula Weight
338.5
Purity
≥95%
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
SMILES
CCCCC/C=C\C/C=C\C/C=C\C[C@@H](O)[C@H](O)CCCC(O)=O
InChi Code
InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19(22)16-14-17-20(23)24/h6-7,9-10,12-13,18-19,21-22H,2-5,8,11,14-17H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-/t18-,19-/m1/s1
InChi Key
GFNYAPAJUNPMGH-GMKBZGQBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    5(6)-DiHET is a fully racemic version of the enantiomeric forms biosynthesized from 5(6)-EET (Item Nos. 50211 | 10007260) by epoxide hydrolases.1 5(6)-DiHET can be used to quantify 5(6)-EET due to the conversion of 5(6)-EET to 5(6)-δ-lactone in solution.2 5(6)-DiHET activates large-conductance calcium-activated potassium (KCa1.1/BK) channels in smooth muscle cells from rat small coronary arteries.3 It is a substrate for sheep seminal vesicle COX, producing 5,6-dihydroxy prostaglandin E1 and F1α metabolites in vitro.4 5(6)-DiHET levels decrease in plasma in a high-fat diet-induced rat model of hyperlipidemia.5

    WARNING This product is not for human or veterinary use.