(+/-)11-HDOHE

Product Name: (+/-)11-HDOHE
CAS No.: 87018-59-5
Chemical Name: (+/-)11-HDOHE
Synonyms: (±)11-HDHA;(±)11-HDoHE;(+/-)11-HDOHE;(+/-)11-HDOHE;LTERDCBCHFKFRI-BGKMTWLOSA-N;11-HYDROXY DOCOSAHEXAENOIC ACID;11-Hydroxy-4(Z),7(Z),9(E),13(Z),16(Z),19(Z)-DHA;(+/-)11-HYDROXY-4Z,7Z,9E,13Z,16Z,19Z-DOCOSAHEXAENOIC ACID;4,7,9,13,16,19-Docosahexaenoic acid, 11-hydroxy-, (4Z,7Z,9E,13Z,16Z,19Z)-
CBNumber: CB7439991
Molecular Formula: C22H32O3
Formula Weight: 344.49
MOL File: 87018-59-5.mol

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(+/-)11-HDOHE Property

storage temp.: Store at -20°C
solubility: 0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 33450
Product name: (±)11-HDHA
Purity: ≥98%
Packaging: 25μg
Price: $77
Updated: 2024/03/01

Cayman Chemical

Product number: 33450
Product name: (±)11-HDHA
Purity: ≥98%
Packaging: 50μg
Price: $144
Updated: 2024/03/01

Cayman Chemical

Product number: 33450
Product name: (±)11-HDHA
Purity: ≥98%
Packaging: 100μg
Price: $273
Updated: 2024/03/01

Cayman Chemical

Product number: 33450
Product name: (±)11-HDHA
Purity: ≥98%
Packaging: 250μg
Price: $602
Updated: 2024/03/01

TRC

Product number: H999770
Product name: (+/-)11-HDoHE
Packaging: 25μg
Price: $70
Updated: 2021/12/16

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(+/-)11-HDOHE Chemical Properties,Usage,Production

Description

(±)11-HDHA is an autoxidation product of docosahexaenoic acid (DHA) in vitro.^1,2 It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes.^3,4,5 DHA is metabolized to 11(S)-HDHA by human platelets and canine retina.^6,7,8,5 In addition to 11(S)-HDHA, 14(S)-HDHA is also produced by platelets.^6,8,5 11(S)-HDHA was shown to be an inhibitor of U-46619-induced human platelet aggregation and rabbit and rat aortic smooth muscle contraction with IC₅₀ values of about 50, 4.7, and 7.5 μM, respectively.^8,9 (±)11-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.

Uses

(+/-)11-HDoHE is a potential marker of oxidative stress.

Definition

ChEBI: 11-HDoHE is a hydroxydocosahexaenoic acid that consists of 4Z,7Z,9E,13Z,16Z,19Z-docosahexaenoic acid with the hydroxy group located at position 11. It has a role as a metabolite.

References

1. VanRollins, M., and Murphy, R.C. Autooxidation of docosahexaenoic acid: Analysis of ten isomers of hydroxydocosahexaenoate J. Lipid Res. 25(5),507-517(1984).
2. Reynaud, D., Thickitt, C.P., and Pace-Asciak, C.R. Facile preparation and structural determination of monohydroxy derivatives of docosahexaenoic acid (HDoHE) by α-tocopherol-directed autoxidation Anal. Biochem. 214(1),165-170(1993).
3. VanRollins, M., Baker, R.C., Sprecher, H., et al. Oxidation of docosahexaenoic acid by rat liver microsomes J. Biol. Chem. 259(9),5776-5783(1984).
4. Yamane, M., Abe, A., and Yamane, S. High-performance liquid chromatography-thermospray mass spectrometry of epoxy polyunsaturated fatty acids and epoxyhydroxy polyunsaturated fatty acids from an incubation mixture of rat tissue homogenate J. Chromatogr. 652(2),123-136(1994).
5. Kim, H.Y., Karanian, J.W., Shingu, T., et al. Sterochemical analysis of hydroxylated docosahexaenoates produced by human platelets and rat brain homogenate Prostaglandins 40(5),473-490(1990).
6. Avelda?o, M.I., and Sprecher, H. Synthesis of hydroxy fatty acids from 4,7,10,13,16,19-[1-¹⁴C] docosahexaenoic acid by human platelets J. Biol. Chem. 258(15),9339-9343(1983).
7. Bazan, N.G., Birkle, D.L., and Reddy, T.S. Docosahexaenoic acid (22:6, n-3) is metabolized to lipoxygenase reaction products in the retina Biochem. Biophys. Res. Commun. 125(2),741-747(1984).
8. Lagarde, M., Croset, M., Guichardant, M., et al. Role of lipoxygenase products in platelet function: Relation to fatty acid modified phospholipids Adv. Exp. Med. Biol. 192,327-335(1985).
9. Karanian, J.W., Kim, H.Y., and Salem, N., Jr. Inhibitory effects of n-6 and n-3 hydroxy fatty acids on thromboxane (U46619)-induced smooth muscle contraction J. Pharmacol. Exp. Ther. 270(3),1105-1109(1994).

(+/-)11-HDOHE Preparation Products And Raw materials

Raw materials

Preparation Products

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(+/-)11-HDOHE Suppliers

China 27 Switzerland 1 United States 4 Global 32

Shanghai Aladdin Bio-Chem Technology Co.,LTD

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87018-59-5, (+/-)11-HDOHERelated Search:

2,4-PENTANEDIONE, SILVER DERIVATIVE COBALT(II) ACETYLACETONATE Benzyl isocyanide Cupric acetylacetonate PHENYLSELENOL Tris(2,4-pentanedionato)chroMiuM(III) METHYL ISOCYANOACETATE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) Aluminum acetylacetonate 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE N-BUTYLISOCYANIDE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) SALCOMINE Tosylmethyl isocyanide Ferric acetylacetonate Ethyl isocyanoacetate TERT-BUTYL ISOCYANIDE DICHLORO(ETHYLENEDIAMINE)PLATINUM(II)

11-HYDROXY DOCOSAHEXAENOIC ACID

(+/-)11-HDOHE

(±)11-HDHA

(+/-)11-HYDROXY-4Z,7Z,9E,13Z,16Z,19Z-DOCOSAHEXAENOIC ACID

LTERDCBCHFKFRI-BGKMTWLOSA-N

4,7,9,13,16,19-Docosahexaenoic acid, 11-hydroxy-, (4Z,7Z,9E,13Z,16Z,19Z)-

(+/-)11-HDOHE

11-Hydroxy-4(Z),7(Z),9(E),13(Z),16(Z),19(Z)-DHA

(±)11-HDoHE

87018-59-5