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15 (S) -HPETE

CAT: 0804-HY-113438Size: 25 μg (297.20 μM x 250 μL in Ethanol)Dry Ice: NoHazardous: No
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CAT#:0804-HY-113438Size:25 μg (297.20 μM x 250 μL in Ethanol)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
15 (S) -HPETE is a precursor of 15 (S) -HETE. 15 (S) -HPETE is a product of Arachidonic acid (HY-109590) in the 15-lipoxygenase pathway. 15 (S) -HPETE reduces Bcl-2, Akt, and phosphorylated Akt protein levels. 15 (S) -HPETE induces Apoptosis. 15 (S) -HPETE antagonizes the angiogenic effects of 15 (S) -HETE. 15 (S) -HPETE exhibits antitumor effects against chronic myeloid leukemia. 15 (S) -HPETE can be used in adipose tissue explant studies[1][2][3].
CAS Number
70981-96-3
UNSPSC
12352211
Hazard Statement
H225, H319
Target
Akt; Apoptosis; Bcl-2 Family; Drug Metabolite
Type
Reference compound
Related Pathways
Apoptosis; Metabolic Enzyme/Protease; PI3K/Akt/mTOR
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/15-s-hpete.html
Concentration
297.20 μM * 250 μL in Ethanol
Purity
97.3
Smiles
CCCCC[C@H](OO)/C=C/C=C\C/C=C\C/C=C\CCCC(O)=O
Molecular Formula
C20H32O4
Molecular Weight
336.47
Precautions
H225, H319
References & Citations
[1]Soumya SJ, et al. Effect of 15-lipoxygenase metabolites on angiogenesis: 15 (S) -HPETE is angiostatic and 15 (S) -HETE is angiogenic. Inflamm Res. 2012 Jul;61 (7) :707-18. |[2]Soumya SJ, et al. 15-LOX metabolites and angiogenesis: angiostatic effect of 15 (S) -HPETE involves induction of apoptosis in adipose endothelial cells. PeerJ. 2014 Oct 21;2:e635. |[3]Mahipal SV, et al. Effect of 15-lipoxygenase metabolites, 15- (S) -HPETE and 15- (S) -HETE on chronic myelogenous leukemia cell line K-562: reactive oxygen species (ROS) mediate caspase-dependent apoptosis. Biochem Pharmacol. 2007 Jul 15;74 (2) :202-14.
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

15(S)-Hpete

15(S)-HPETE is the (S)-enantiomer of 15-HPETE. It has a role as a mouse metabolite. It is functionally related to an icosa-5,8,11,13-tetraenoic acid. It is a conjugate acid of a 15(S)-HPETE(1-). It is an enantiomer of a 15(R)-HPETE.

CAS Number70981-96-3
PubChem CID5280893
IUPAC Name(5Z,8Z,11Z,13E,15S)-15-hydroperoxyicosa-5,8,11,13-tetraenoic acid
Molecular FormulaC20H32O4
Molecular Weight336.5
XLogP5.1
Topological Polar Surface Area66.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count15
Heavy Atom Count24
Formal Charge0
Complexity408
SMILES
CCCCC[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O)OO
InChI
InChI=1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1
InChIKey
BFWYTORDSFIVKP-VAEKSGALSA-N
Chemical Structure
2D Structure
2D structure of 15(S)-Hpete
CAS: 70981-96-3
CID: 5280893
Formula: C20H32O4
MW: 336.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight336.5
XLogP35.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count15
Exact Mass336.23005950
Monoisotopic Mass336.23005950
Topological Polar Surface Area66.8 Ų
Heavy Atom Count24
Formal Charge0
Complexity408
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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