(±) 8 (9) -EET

CAT: 0013-GTR19275157-01Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19275157-01Size:10 mg

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Description

(±) 8 (9) -EET is a principal metabolite of Arachidonic Acid formed via the cytochrome P450 epoxygenase pathway. It serves as an effective substrate for COX-1 and COX-2. In HEK293 cells, (±) 8 (9) -EET activates PPARα and suppresses IL-1β-induced NF-κB activity through both PPARα-dependent and independent mechanisms. The (8S,9R) -isomer ((8S,9R) -EET) induces vasoconstriction, reducing renal plasma flow and glomerular filtration rate.

CAS Number

184488-44-6

Smiles

C (/C=C\C/C=C\CCCCC) C1C (C/C=C\CCCC (O) =O) O1

Molecular Formula

C20H32O3

Molecular Weight

320.47

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

8,9-Epoxyeicosatrienoic acid

8,9-EET is an EET obtained by formal epoxidation of the 8,9-double bond of arachidonic acid. It has a role as a mouse metabolite. It is a conjugate acid of an 8,9-EET(1-).

CAS Number	184488-44-6
PubChem CID	5283203
IUPAC Name	(Z)-7-[3-[(2Z,5Z)-undeca-2,5-dienyl]oxiran-2-yl]hept-5-enoic acid
Molecular Formula	C20H32O3
Molecular Weight	320.5
XLogP	5.4
Topological Polar Surface Area	49.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	14
Heavy Atom Count	23
Formal Charge	0
Complexity	396

SMILES

CCCCC/C=C\C/C=C\CC1C(O1)C/C=C\CCCC(=O)O

InChI

InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,12-9-,13-10-

InChIKey

DBWQSCSXHFNTMO-TYAUOURKSA-N

Chemical Structure

2D Structure

CAS: 184488-44-6

CID: 5283203

Formula: C20H32O3

MW: 320.5

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	320.5
XLogP3	5.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	14
Exact Mass	320.23514488
Monoisotopic Mass	320.23514488
Topological Polar Surface Area	49.8 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	396
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	3
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
GTR19233829-01	8 (S),9 (R) -EET
GTR19233828-01	8 (R),9 (S) -EET
GTR19222651	(±) 14 (15) -EET
GTR19222588	14S (15R) -EET
GTR19234258-01	14R (15S) -EET
GTR19241535-01	5R (6S) -EET
GTR19222640	(±) 11 (12) -EET
GTR19222593-01	(±) 5 (6) -EET
GTR19274506-01	EET analog 7
GTR19253699-01	14,15-EET-CoA

Alternative Products

Catalog	Name
HY-168382A	5S (6R) -EET
YEA93140	11,12-EET
HY-N12962-01	11S (12R) -EET
MBS5797284	(+/-)5(6)-EET
HY-160431	8 (9) -EET
T203111-01	5R (6S) -EET
T36152	14S (15R) -EET
T36070-01	(±) 5 (6) -EET
MBS5796809	(+/-)14(15)-EET
MBS5797348	14S(15R)-EET

(±) 8 (9) -EET

Chemical Information

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