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(±) 16-HETE

CAT: 0013-GTR19222649-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0013-GTR19222649-01Size:25 µg
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Description
This (±) 16-HETE is a racemic mixture of a minor CYP450-derived arachidonic acid metabolite involved in renal electrolyte regulation. The biological effects are stereospecific: the R-enantiomer acts as a renal vasodilator, while the S-enantiomer potently inhibits proximal tubule Na+, K+-ATPase activity in vitro, making it valuable for studying renal physiology and hypertension pathways.
CAS Number
128914-46-5
Field of Research
Pharmacology & Drug Discovery
Smiles
CCCCC (O) \C=C/C\C=C/C\C=C/C\C=C/CCCC (O) =O
Molecular Formula
C20H32O3
Molecular Weight
320.473
Storage Conditions
-20°C
Notes
For research use only.

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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