(±)11(12)-EET-d11

Item № 10006413
Purity ≥99% deuterated forms (d1-d11)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
10 µg $132.00 0.00
25 µg $314.00 0.00
50 µg $594.00 0.00
100 µg $1,056.00 0.00

Pricing updated 2018-02-22. Prices are subject to change without notice.

Description
Synonyms
  • (±)11,12-EET-d11

(±)11(12)-EET-d11 contains 11 deuterium atoms at the 16, 16', 17, 17', 18, 18', 19, 19', 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of (±)11(12)-DiHETrE by GC- or LC-mass spectrometry. (±)11(12)-EET (Item No. 50511) is biosynthesized from arachidonic acid in rat and rabbit liver microsomes by CYP450.1,2 (±)11(12)-EET has been shown, along with (±)8(9)-EET (Item No. 50351), to play a role in the recovery of depleted Ca2+ pools in cultured smooth muscle cells.3

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Technical Information
Formal Name
(±)11(12)-epoxy-5Z,8Z,14Z-eicosatrienoic-16,16,17,17,18,18,19,19,20,20,20 acid
Synonyms
  • (±)11,12-EET-d11
Molecular Formula
C20H21D11O3
Formula Weight
331.5
Purity
≥99% deuterated forms (d1-d11)
Formulation
A solution in ethanol
SMILES
[2H]C(C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])([2H])C([2H])([2H])/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\CCCC(O)=O
InChI Code
InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6-,12-9-,13-10-/t18-,19+/m1/s1/i1D3,2D2,3D2,4D2,5D2
InChI Key
DXOYQVHGIODESM-RTPNYERZSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 1 year
Downloads & Resources
Product Downloads

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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data pack, and GC-MS data.

References & Product Citations
Product Description References

1. Chacos, N.,Falck, J.R.,Wixtrom, C., et al. Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid. Biochemical and Biophysical Research Communications 104, 916-922 (1982).

2. Oliw, E.H.,Guengerich, F.P., and Oates, J.A. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates. The Journal of Biological Chemisty 257, 3771-3781 (1982).

3. Graber, M.N.,Alfonso, A., and Gill, D.L. Recovery of Ca2+ pools and growth in Ca2+ pool-depleted cells is mediated by specific epoxyeicosatrienoic acids derived from arachidonic acid. The Journal of Biological Chemisty 272, 29546-29553 (1997).

Technical Support
FAQ

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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