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

(+/-) 14-HDOHE

Product Name
(+/-) 14-HDOHE
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
Formula Weight
344.48768
MOL File
87042-40-8.mol
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(+/-) 14-HDOHE Property

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

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

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(+/-) 14-HDOHE Suppliers

China 8 Switzerland 1 United States 4 Global 13
Yichang Zhongyitai Trading Co., Ltd.
Tel
0717-6449896 13886658719
Fax
0717-6558598
Email
root@zhongyitai.com
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China
ProdList
1977
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Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
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9171
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60
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
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58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
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58
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
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United States
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24072
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
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sales@chemegen.com
Country
China
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11217
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58
Shanghai Universal Biotech Co.,Ltd
Tel
13774214275
Email
zhouzz@univ-bio.com
Country
China
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24990
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58
TargetMol Chemicals Inc.
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4008200310
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marketing@tsbiochem.com
Country
China
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24647
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Shanghai Maclean Biochemical Technology Co., LTD
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021-50706066 15221275939
Email
shenlinxing@macklin.cn
Country
China
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29794
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58
Shanghai Yifei Biotechnology Co. , Ltd.
Tel
021-65675885 18964387627
Email
customer_service@efebio.com
Country
China
ProdList
11974
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58

87042-40-8, (+/-) 14-HDOHERelated Search:

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

  • (+/-) 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