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(±) 16-HETE

CAT: 0931-T35465-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T35465-01Size:25 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
128914-46-5
Target
Others, ATPase
Related Pathways
Others, Membrane transporter/Ion channel
Bioactivity
Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±) 16-HETE is the racemic version of a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation. The biological activity of 16-HETE is stereospecific. 16 (R) -HETE dose-dependently stimulates vasodilation of the rabbit kidney, however 16 (S) -HETE does not affect perfusion pressure. At a concentration of 2 μM the (S) -enantiomer of 16-HETE inhibits proximal tubule ATPase activity by as much as 60%, whereas the (R) -isomer has negligible effects on ATPase activity.
Smiles
CCCCC(O)\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)-16-Hydroxy-5,8,11,14-eicosatetraenoic acid

16-HETE is a HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 16. It is a secondary allylic alcohol and a HETE. It is functionally related to an icosa-5,8,11,14-tetraenoic acid. It is a conjugate acid of a 16-HETE(1-).

CAS Number128914-46-5
PubChem CID6442739
IUPAC Name(5Z,8Z,11Z,14Z)-16-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
CCCCC(/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O
InChI
InChI=1S/C20H32O3/c1-2-3-16-19(21)17-14-12-10-8-6-4-5-7-9-11-13-15-18-20(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-
InChIKey
JEKNPVYFNMZRJG-UFINWASNSA-N
Chemical Structure
2D Structure
2D structure of (5Z,8Z,11Z,14Z)-16-Hydroxy-5,8,11,14-eicosatetraenoic acid
CAS: 128914-46-5
CID: 6442739
Formula: C20H32O3
MW: 320.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
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

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