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ChemicalBook >> CAS DataBase List >>(+/-) 14-HDOHE

(+/-) 14-HDOHE

(+/-) 14-HDOHE Structure
(+/-) 14-HDOHE structure
CAS No.
87042-40-8
Chemical Name:
(+/-) 14-HDOHE
Synonyms
(14-HDHA;(+/-) 14-HDOHE;14-HYDROXY DOCOSAHEXAENOIC ACID;(+/-)14-HYDROXY-4Z,7Z,10Z,12E,16Z,19Z-DOCOSAHEXAENOIC ACID;4,7,10,12,16,19-Docosahexaenoic acid, 14-hydroxy-, (4Z,7Z,10Z,12E,16Z,19Z)-
CBNumber:
CB0230764
Molecular Formula:
C22H32O3
Molecular Weight:
344.49
MDL Number:
MFCD02262231
MOL File:
87042-40-8.mol
Last updated:2023-06-08 09:03:09
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(+/-) 14-HDOHE Properties

Boiling point 510.0±50.0 °C(Predicted)
Density 0.995±0.06 g/cm3(Predicted)
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
pka 4.58±0.10(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
NFPA 704
3
2 0

(+/-) 14-HDOHE price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 33550 (±)14-HDHA 87042-40-8 .025mg $77 2024-03-01 Buy
Cayman Chemical 33550 (±)14-HDHA 87042-40-8 .05mg $144 2024-03-01 Buy
Cayman Chemical 33550 (±)14-HDHA 87042-40-8 .1mg $273 2024-03-01 Buy
Cayman Chemical 33550 (±)14-HDHA 87042-40-8 .25mg $602 2024-03-01 Buy
American Custom Chemicals Corporation LIP0000630 (+/-)14-HYDROXY-4Z,7Z,10Z,12E,16Z,19Z-DOCOSAHEXAENOIC ACID 95.00% 87042-40-8 50μG $452.1 2021-12-16 Buy
Product number Packaging Price Buy
33550 .025mg $77 Buy
33550 .05mg $144 Buy
33550 .1mg $273 Buy
33550 .25mg $602 Buy
LIP0000630 50μG $452.1 Buy

(+/-) 14-HDOHE Chemical Properties,Uses,Production

Description

(±)14-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 14(S)-HDHA by human platelets along with 11(S)-HDHA.6,7,5 14(S)-HDoHE is also produced by salmon gills upon stimulation with calcium ionophore.8 14(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 70, 3.6, and 5.3 μM, respectively.7,9 (±)14-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.

Definition

ChEBI: 14-HDoHE is a hydroxydocosahexaenoic acid that consists of (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid bearing an additional 14-hydroxy substituent. It has a role as a human xenobiotic metabolite. It is a hydroxydocosahexaenoic acid and a secondary allylic alcohol. It is a conjugate acid of a 14-HDoHE(1-).

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. 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).
8. Bell, J.G., Dick, J.R., and Sargent, J.R. Effect of diets rich in linoleic or α-linoleic acid on phospholipid fatty acid composition and eicosanoid production in Atlantic Salmon (Salmo salar) Lipids 28,819-826(1993).
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).

(+/-) 14-HDOHE Preparation Products And Raw materials

Raw materials

Preparation Products

(+/-) 14-HDOHE Suppliers

Global( 12)Suppliers
Supplier Tel Email Country ProdList Advantage
Alfa Chemistry 		Info@alfa-chemistry.com United States 24072 58
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
Shanghai Universal Biotech Co.,Ltd 18768175414 gaojun@univ-bio.com China 24998 58
Shanghai Maclean Biochemical Technology Co., LTD 021-50706066 15221275939 shenlinxing@macklin.cn China 29803 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
SHANGHAI ZZBIO CO., LTD. 18019219489 19921389125 tech@zzbioco.com China 12064 58
Supplier Advantage
Alfa Chemistry 		58
Yichang Zhongyitai Trading Co., Ltd. 58
Alfa Chemistry 60
Shanghai Hongye Biotechnology Co. Ltd 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
Shanghai Universal Biotech Co.,Ltd 58
Shanghai Maclean Biochemical Technology Co., LTD 58
Shanghai Yifei Biotechnology Co. , Ltd. 58
TargetMol Chemicals Inc. 58
SHANGHAI ZZBIO CO., LTD. 58

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(+/-) 14-HDOHE 14-HYDROXY DOCOSAHEXAENOIC ACID (+/-)14-HYDROXY-4Z,7Z,10Z,12E,16Z,19Z-DOCOSAHEXAENOIC ACID (14-HDHA 4,7,10,12,16,19-Docosahexaenoic acid, 14-hydroxy-, (4Z,7Z,10Z,12E,16Z,19Z)- 87042-40-8