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(±) 14 (15) -EpETE

CAT: 0931-T37234-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T37234-01Size:25 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
131339-24-7
Target
Endogenous Metabolite, Cytochromes P450, Neurokinin receptor
Related Pathways
GPCR/G Protein, Metabolism, Neuroscience
Bioactivity
(±) 14 (15) -EpETE, an eicosatetraenoic acid derivative containing an epoxy group, is an intestinal microbial lipid metabolite that attenuates cisplatin chemotherapy-induced nausea and vomiting in rats by inhibiting Substance P release through targeting GCG/PKA signaling and is commonly used to study inflammation and metabolism.
Smiles
C(/C=C\C/C=C\C/C=C\CCCC(O)=O)[C@H]1[C@@H](C/C=C\CC)O1
Molecular Formula
C20H30O3
Molecular Weight
318.45
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

14(15)-Epoxy-5Z,8Z,11Z,17Z-eicosatetraenoic acid
CAS Number131339-24-7
PubChem CID35020754
IUPAC Name(5Z,8Z,11Z)-13-[(2S,3R)-3-[(Z)-pent-2-enyl]oxiran-2-yl]trideca-5,8,11-trienoic acid
Molecular FormulaC20H30O3
Molecular Weight318.4
XLogP4.7
Topological Polar Surface Area49.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count13
Heavy Atom Count23
Formal Charge0
Complexity432
SMILES
CC/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChI
InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h3-4,6-7,9-10,12-13,18-19H,2,5,8,11,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,12-3-,13-10-/t18-,19+/m1/s1
InChIKey
RGZIXZYRGZWDMI-IXQKDQKQSA-N
Chemical Structure
2D Structure
2D structure of 14(15)-Epoxy-5Z,8Z,11Z,17Z-eicosatetraenoic acid
CAS: 131339-24-7
CID: 35020754
Formula: C20H30O3
MW: 318.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight318.4
XLogP34.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count13
Exact Mass318.21949481
Monoisotopic Mass318.21949481
Topological Polar Surface Area49.8 Ų
Heavy Atom Count23
Formal Charge0
Complexity432
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
GTR19223201-01(±) 14 (15) -EpETE
sc-20501514 (15) -EpETE
MBS5798180(+/-)14(15)-EpETE
MBS579739617R(18S)-EpETE
sc-220653A17 (18) -EpETE
GTR19232842-01(±) 11 (12) -EpETE
GTR19222585-0117R (18S) -EpETE
HY-130309-01(±) 8 (9) -EpETE
MBS5798174(+/-)8(9)-EpETE
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