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ChemicalBook >> CAS DataBase List >>(+/-)11-HDOHE

(+/-)11-HDOHE

(+/-)11-HDOHE Structure
(+/-)11-HDOHE structure
CAS No.
87018-59-5
Chemical Name:
(+/-)11-HDOHE
Synonyms
(±)11-HDHA;(+/-)11-HDOHE;LTERDCBCHFKFRI-BGKMTWLOSA-N;11-HYDROXY DOCOSAHEXAENOIC ACID;(+/-)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
Molecular Weight:
344.49
MDL Number:
MFCD02262229
MOL File:
87018-59-5.mol
Last updated:2023-06-08 09:03:02
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(+/-)11-HDOHE Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Danger
NFPA 704
3
0 0

(+/-)11-HDOHE price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 33450 (±)11-HDHA ≥98% 87018-59-5 25μg $77 2024-03-01 Buy
Cayman Chemical 33450 (±)11-HDHA ≥98% 87018-59-5 50μg $144 2024-03-01 Buy
Cayman Chemical 33450 (±)11-HDHA ≥98% 87018-59-5 100μg $273 2024-03-01 Buy
Cayman Chemical 33450 (±)11-HDHA ≥98% 87018-59-5 250μg $602 2024-03-01 Buy
TRC H999770 (+/-)11-HDoHE 87018-59-5 25μg $70 2021-12-16 Buy
Product number Packaging Price Buy
33450 25μg $77 Buy
33450 50μg $144 Buy
33450 100μg $273 Buy
33450 250μg $602 Buy
H999770 25μg $70 Buy

(+/-)11-HDOHE Chemical Properties,Uses,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

(+/-)11-HDOHE Suppliers

Global( 25)Suppliers
Supplier Tel Email Country ProdList Advantage
Alfa Chemistry 		+1-5166625404 Info@alfa-chemistry.com United States 21317 58
Aladdin Scientific 		+1-+1(833)-552-7181 sales@aladdinsci.com United States 57511 58
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-400-6206333 18521732826 market@aladdin-e.com China 25014 65
Yichang Zhongyitai Trading Co., Ltd. 0717-6449896 13886658719 root@zhongyitai.com China 1977 58
Alfa Chemistry 1-516-6625404 support@alfa-chemistry.com United States 9171 60
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6870 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
MedBioPharmaceutical Technology Inc 021-69568360 18916172912 order@med-bio.cn China 8141 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 8739 58
TargetMol Chemicals Inc. 15002134094 marketing@targetmol.cn China 28118 58
Supplier Advantage
Alfa Chemistry 		58
Aladdin Scientific 		58
Shanghai Aladdin Bio-Chem Technology Co.,LTD 65
Yichang Zhongyitai Trading Co., Ltd. 58
Alfa Chemistry 60
Shanghai Hongye Biotechnology Co. Ltd 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
MedBioPharmaceutical Technology Inc 58
Shanghai Yifei Biotechnology Co. , Ltd. 58
TargetMol Chemicals Inc. 58

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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)- 87018-59-5