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17 (S) -HETE

CAT: 0804-HY-116050-01Size: 10 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-116050-01Size:10 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
17S-HETE is arachidonic acid metabolite through cytochrome P-450 pathways. 17S-HETE serves as allosteric activator of the cytochrome P450 1B1 and inhibitor of ATPase, induces cardic hypertrophy[1][2].
CAS Number
183509-25-3
UNSPSC
12352211
Target
Cytochrome P450; Na+/K+ ATPase
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/17-s-hete.html
Solubility
10 mM in DMSO
Smiles
OC(CCC/C=C\C/C=C\C/C=C\C/C=C\C[C@@H](O)CCC)=O
Molecular Formula
C20H32O3
Molecular Weight
320.47
References & Citations
[1]Isse FA, et al., 17- (R/S) -hydroxyeicosatetraenoic acid (HETE) induces cardiac hypertrophy through the CYP1B1 in enantioselective manners. Prostaglandins Other Lipid Mediat. 2023 Oct;168:106749.|[2]Carroll MA, e al., Cytochrome P-450-dependent HETEs: profile of biological activity and stimulation by vasoactive peptides. Am J Physiol. 1996 Oct;271 (4 Pt 2) :R863-9.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
CYP1

Chemical Information

17(S)-Hete

17(S)-HETE is a hydroxy fatty acid and a polyunsaturated fatty acid.

CAS Number183509-25-3
PubChem CID35028620
IUPAC Name(5Z,8Z,11Z,14Z,17S)-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
CCC[C@@H](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-/t19-/m0/s1
InChIKey
OPPIPPRXLIDJKN-LNRPRRCASA-N
Chemical Structure
2D Structure
2D structure of 17(S)-Hete
CAS: 183509-25-3
CID: 35028620
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 Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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