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(±) 17-HETE

CAT: 0931-T35523-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T35523-01Size:25 µg
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CAS Number
128914-47-6
Target
Others, ATPase, Cytochromes P450
Related Pathways
Metabolism, Membrane transporter/Ion channel, Others
Bioactivity
Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±) 17-HETE is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid that has stereospecific effects on sodium transport in the kidney. At a concentration of 2 μM the (S) -enantiomer of 17-HETE inhibits proximal tubule ATPase activity by as much as 70%, whereas the (R) -isomer is inactive.
Smiles
CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
Molecular Formula
C20H32O3
Molecular Weight
320.473
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(5Z,8Z,11Z,14Z)-17-Hydroxy-5,8,11,14-eicosatetraenoic acid

17-HETE is a HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 17. It is functionally related to an icosa-5,8,11,14-tetraenoic acid. It is a conjugate acid of a 17-HETE(1-).

CAS Number128914-47-6
PubChem CID6442740
IUPAC Name(5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoic acid
Molecular FormulaC20H32O3
Molecular Weight320.5
XLogP4.8
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count23
Formal Charge0
Complexity392
SMILES
CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O
InChI
InChI=1S/C20H32O3/c1-2-16-19(21)17-14-12-10-8-6-4-3-5-7-9-11-13-15-18-20(22)23/h3,5-6,8-9,11-12,14,19,21H,2,4,7,10,13,15-18H2,1H3,(H,22,23)/b5-3-,8-6-,11-9-,14-12-
InChIKey
OPPIPPRXLIDJKN-JPURVOHMSA-N
Chemical Structure
2D Structure
2D structure of (5Z,8Z,11Z,14Z)-17-Hydroxy-5,8,11,14-eicosatetraenoic acid
CAS: 128914-47-6
CID: 6442740
Formula: C20H32O3
MW: 320.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight320.5
XLogP34.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Exact Mass320.23514488
Monoisotopic Mass320.23514488
Topological Polar Surface Area57.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity392
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes