4-Hydroxydocosa-5,7,10,13,16,19-hexaenoic acid

Base Information

Chemical Name:4-Hydroxydocosa-5,7,10,13,16,19-hexaenoic acid
CAS No.:90906-40-4
Molecular Formula:C₂₂H₃₂O₃
Molecular Weight:344.494
Hs Code.:
DSSTox Substance ID:DTXSID40694003
Mol file:90906-40-4.mol

Synonyms:4-HYDROXYDOCOSA-5,7,10,13,16,19-HEXAENOIC ACID;(+/-)4-HDHA;90906-40-4;(+/-)4-HDoHE;4-hydroxy Docosahexaenoic Acid;DTXSID40694003

Suppliers and Price of 4-Hydroxydocosa-5,7,10,13,16,19-hexaenoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
(±)4-HDHA ≥95%
250μg
$ 496.00

Cayman Chemical
(±)4-HDHA ≥95%
100μg
$ 223.00

Cayman Chemical
(±)4-HDHA ≥95%
50μg
$ 118.00

Cayman Chemical
(±)4-HDHA ≥95%
25μg
$ 62.00

Total 6 raw suppliers

Chemical Property of 4-Hydroxydocosa-5,7,10,13,16,19-hexaenoic acid

Chemical Property:

Boiling Point:502.3±50.0 °C(Predicted)
PKA:4.57±0.10(Predicted)
PSA：57.53000
Density:0.995±0.06 g/cm3(Predicted)
LogP:5.51970
XLogP3:5.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:344.23514488
Heavy Atom Count:25
Complexity:493

Purity/Quality:

99% ^*data from raw suppliers

(±)4-HDHA ≥95% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC=CCC=CCC=CCC=CCC=CC=CC(CCC(=O)O)O
Description (±)4-HDHA is an autoxidation product of docosahexaenoic acid (DHA) in vitro. It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes. Enzymatic transformation of DHA by RBL-1 cells also produces 4-HDHA. However, the enzymatic product is most likely the S-isomer. (±)4-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.

Technology Process of 4-Hydroxydocosa-5,7,10,13,16,19-hexaenoic acid

There total 4 articles about 4-Hydroxydocosa-5,7,10,13,16,19-hexaenoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 825632-99-3
5-((1E,3Z,6Z,9Z,12Z,15Z)-Octadeca-1,3,6,9,12,15-hexaen-1-yl)dihydrofuran-2(3H)-one

: 90906-40-4
(5E,7Z,10Z,13Z,16Z,19Z)-4-Hydroxy-5,7,10,13,16,19-docosahexaenoic acid

Guidance literature:: With potassium hydroxide; In methanol; at 20 ℃; for 5h;
DOI:10.1016/j.bmc.2005.07.074

Reference yield:

: 78144-19-1
5-[(3Z,6Z,9Z,12Z,15Z)-1-iodooctadeca-3,6,9,12,15-pentaenyl]dihydro-2(3H)-furanone

: 90906-40-4
(5E,7Z,10Z,13Z,16Z,19Z)-4-Hydroxy-5,7,10,13,16,19-docosahexaenoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / benzene / 5 h / 20 °C

2: 93 percent / aq. KOH / methanol / 5 h / 20 °C

With potassium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; benzene;
DOI:10.1016/j.bmc.2005.07.074

Reference yield:

: 6217-54-5
docosahexaenoic acid

: 90906-40-4
(5E,7Z,10Z,13Z,16Z,19Z)-4-Hydroxy-5,7,10,13,16,19-docosahexaenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / I2; γ-collidine / acetonitrile / 1 h / 20 °C

2: 85 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / benzene / 5 h / 20 °C

3: 93 percent / aq. KOH / methanol / 5 h / 20 °C

With 2,4,6-trimethyl-pyridine; potassium hydroxide; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; acetonitrile; benzene;
DOI:10.1016/j.bmc.2005.07.074