HDHA

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 208451

CAS#: 90780-55-5

Description: HDHA is a high-affinity PPARα ligand, that regulates brain neuronal morphology

Chemical Structure

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HDHA
CAS# 90780-55-5
Instruction

Theoretical Analysis

MedKoo Cat#: 208451
Name: HDHA
CAS#: 90780-55-5
Chemical Formula: C22H32O3
Exact Mass: 344.24
Molecular Weight: 344.500
Elemental Analysis: C, 76.70; H, 9.36; O, 13.93

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: HD-HA, 7-Hydroxy-docosahexaenoic acid

IUPAC/Chemical Name: (4Z,8Z,10Z,13Z,16Z,19Z)-7(S)-Hydroxydocosa-4,8,10,13,16,19-hexaenoic acid

InChi Key: OZXAIGIRPOOJTI-VLGMZSPHSA-N

InChi Code: InChI=1S/C22H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-21(23)19-16-14-17-20-22(24)25/h3-4,6-7,9-10,12-16,18,21,23H,2,5,8,11,17,19-20H2,1H3,(H,24,25)/b4-3-,7-6-,10-9-,13-12-,16-14-,18-15-

SMILES Code: OC(CC/C=C\CC(O)/C=C\C=C/C/C=C\C/C=C\C/C=C\CC)=O

Appearance: To be determined

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 344.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Yamada H, Kumagai K, Uemura A, Yuki S. Euphausia pacifica as a source of 8(R)-hydroxy-eicosapentaenoic acid (8R-HEPE), 8(R)-hydroxy-eicosatetraenoic acid (8R-HETE) and 10(R)-hydroxy-docosahexaenoic acid (10R-HDHA). Biosci Biotechnol Biochem. 2020 Mar;84(3):455-462. doi: 10.1080/09168451.2019.1691912. Epub 2019 Nov 18. PMID: 31738665.


2: Valdes AM, Ravipati S, Menni C, Abhishek A, Metrustry S, Harris J, Nessa A, Williams FMK, Spector TD, Doherty M, Chapman V, Barrett DA. Association of the resolvin precursor 17-HDHA, but not D- or E- series resolvins, with heat pain sensitivity and osteoarthritis pain in humans. Sci Rep. 2017 Sep 7;7(1):10748. doi: 10.1038/s41598-017-09516-3. PMID: 28883634; PMCID: PMC5589894.


3: Sallabhan R, Kerdwong J, Dubbs JM, Somsongkul K, Whangsuk W, Piewtongon P, Mongkolsuk S, Loprasert S. The hdhA gene encodes a haloacid dehalogenase that is regulated by the LysR-type regulator, HdhR, in Sinorhizobium meliloti. Mol Biotechnol. 2013 Jun;54(2):148-57. doi: 10.1007/s12033-012-9556-1. PMID: 22638965.


4: Ramsden CE, Zamora D, Faurot KR, MacIntosh B, Horowitz M, Keyes GS, Yuan ZX, Miller V, Lynch C, Honvoh G, Park J, Levy R, Domenichiello AF, Johnston A, Majchrzak-Hong S, Hibbeln JR, Barrow DA, Loewke J, Davis JM, Mannes A, Palsson OS, Suchindran CM, Gaylord SA, Mann JD. Dietary alteration of n-3 and n-6 fatty acids for headache reduction in adults with migraine: randomized controlled trial. BMJ. 2021 Jun 30;374:n1448. doi: 10.1136/bmj.n1448. PMID: 34526307; PMCID: PMC8244542.


5: Ramon S, Baker SF, Sahler JM, Kim N, Feldsott EA, Serhan CN, Martínez-Sobrido L, Topham DJ, Phipps RP. The specialized proresolving mediator 17-HDHA enhances the antibody-mediated immune response against influenza virus: a new class of adjuvant? J Immunol. 2014 Dec 15;193(12):6031-40. doi: 10.4049/jimmunol.1302795. Epub 2014 Nov 12. PMID: 25392529; PMCID: PMC4258475.


6: Borsini A, Nicolaou A, Camacho-Muñoz D, Kendall AC, Di Benedetto MG, Giacobbe J, Su KP, Pariante CM. Omega-3 polyunsaturated fatty acids protect against inflammation through production of LOX and CYP450 lipid mediators: relevance for major depression and for human hippocampal neurogenesis. Mol Psychiatry. 2021 Nov;26(11):6773-6788. doi: 10.1038/s41380-021-01160-8. Epub 2021 Jun 16. PMID: 34131267; PMCID: PMC8760043.


7: Itoh T, Saito T, Yamamoto Y, Ishida H, Yamamoto K. Gram scale synthesis of specialized pro-resolving mediator 17(S)-HDHA using lipoxygenase enhanced by water-soluble reducing agent TCEP. Bioorg Med Chem Lett. 2016 Jan 15;26(2):343-345. doi: 10.1016/j.bmcl.2015.12.011. Epub 2015 Dec 7. PMID: 26707393.


8: Yamaguchi A, Stanger L, Freedman CJ, Standley M, Hoang T, Adili R, Tsai WC, van Hoorebeke C, Holman TR, Holinstat M. DHA 12-LOX-derived oxylipins regulate platelet activation and thrombus formation through a PKA-dependent signaling pathway. J Thromb Haemost. 2021 Mar;19(3):839-851. doi: 10.1111/jth.15184. Epub 2020 Dec 16. PMID: 33222370; PMCID: PMC7925359.


9: Liu J, Sahin C, Ahmad S, Magomedova L, Zhang M, Jia Z, Metherel AH, Orellana A, Poda G, Bazinet RP, Attisano L, Cummins CL, Peng H, Krause HM. The omega-3 hydroxy fatty acid 7(S)-HDHA is a high-affinity PPARα ligand that regulates brain neuronal morphology. Sci Signal. 2022 Jul 5;15(741):eabo1857. doi: 10.1126/scisignal.abo1857. Epub 2022 Jul 5. PMID: 35857636.


10: Best KP, Gibson RA, Yelland LN, Leemaqz S, Gomersall J, Liu G, Makrides M. Effect of omega-3 lcpufa supplementation on maternal fatty acid and oxylipin concentrations during pregnancy. Prostaglandins Leukot Essent Fatty Acids. 2020 Nov;162:102181. doi: 10.1016/j.plefa.2020.102181. Epub 2020 Sep 28. PMID: 33038832