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(±) 8,9-DiHETE

CAT: 0931-T37229-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T37229-01Size:25 µg
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CAS Number
867350-87-6
Target
Others
Related Pathways
Others
Bioactivity
(±) 8,9-DiHETE is a major metabolite of the 20:5 ω-3 fatty acid eicosapentaenoic acid .[1] It is produced in rat liver microsomes, but not renal microsomes, by the generation of the unstable intermediate 8,9-epoxy eicosatetraenoic acid from EPA by cytochrome P450 monooxygenases. Dietary EPA supplementation in humans results in substantial urinary excretion of vicinal diols, including 8,9, 11,12, and 14,15 forms.[2]
Smiles
CC\C=C/C\C=C/C\C=C/CC(O)C(O)C\C=C/CCCC(O)=O
Molecular Formula
C20H32O4
Molecular Weight
336.472
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

8,9-DiHETE

8,9-DiHETE is a hydroxy fatty acid and a polyunsaturated fatty acid.

CAS Number867350-87-6
PubChem CID16061118
IUPAC Name(5Z,11Z,14Z,17Z)-8,9-dihydroxyicosa-5,11,14,17-tetraenoic acid
Molecular FormulaC20H32O4
Molecular Weight336.5
XLogP3.7
Topological Polar Surface Area77.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count14
Heavy Atom Count24
Formal Charge0
Complexity421
SMILES
CC/C=C\C/C=C\C/C=C\CC(C(C/C=C\CCCC(=O)O)O)O
InChI
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-12-15-18(21)19(22)16-13-10-11-14-17-20(23)24/h3-4,6-7,9-10,12-13,18-19,21-22H,2,5,8,11,14-17H2,1H3,(H,23,24)/b4-3-,7-6-,12-9-,13-10-
InChIKey
NXFSSCYFERVGJQ-JJUYGIQRSA-N
Chemical Structure
2D Structure
2D structure of 8,9-DiHETE
CAS: 867350-87-6
CID: 16061118
Formula: C20H32O4
MW: 336.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight336.5
XLogP33.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count14
Exact Mass336.23005950
Monoisotopic Mass336.23005950
Topological Polar Surface Area77.8 Ų
Heavy Atom Count24
Formal Charge0
Complexity421
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes