Page last updated: 2024-12-11

17-hydroxy-4,7,10,13,15,19-docosahexaenoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

## 17-hydroxy-4,7,10,13,15,19-docosahexaenoic acid (17-OH-DHA)

**17-hydroxy-4,7,10,13,15,19-docosahexaenoic acid (17-OH-DHA)** is a **hydroxylated derivative** of **docosahexaenoic acid (DHA)**, a crucial omega-3 fatty acid.

Here's a breakdown of its key features and research significance:

**1. Structure and Properties:**

- **Hydroxylation:** 17-OH-DHA has an **hydroxyl group (-OH)** attached to its **17th carbon atom**. This modification significantly alters its chemical and biological properties compared to DHA.
- **Polyunsaturated fatty acid:** Similar to DHA, 17-OH-DHA is a **highly unsaturated fatty acid**, containing six double bonds.
- **Found in trace amounts:** It is present in **very low concentrations** in biological tissues, making it challenging to study.

**2. Importance for Research:**

17-OH-DHA is emerging as a **potential mediator of various biological processes** and is attracting significant research attention due to its involvement in:

* **Inflammation and Immune Response:** Studies suggest that 17-OH-DHA can **regulate inflammatory pathways**, potentially **suppressing inflammatory responses** in various tissues.
* **Brain Function:** Research indicates that 17-OH-DHA may play a role in **brain development and function**, potentially influencing **neurotransmission and cognitive processes**.
* **Cardiovascular Health:** Preliminary evidence suggests that 17-OH-DHA might have **protective effects on the cardiovascular system**, potentially reducing the risk of heart disease.
* **Cancer Prevention:** There is growing interest in investigating the role of 17-OH-DHA in **cancer prevention and treatment**, with potential effects on tumor growth and progression.

**3. Research Challenges:**

- **Low abundance:** The low levels of 17-OH-DHA in biological tissues make it difficult to measure and study.
- **Synthesis and purification:** Developing reliable methods for synthesizing and purifying 17-OH-DHA is crucial for research progress.

**Overall, 17-OH-DHA represents a promising area of research with potential implications for diverse physiological processes. Further investigation is needed to fully understand its biological roles and explore its therapeutic potential.**

17-hydroxy-4,7,10,13,15,19-docosahexaenoic acid: RN given refers to (E,Z,Z,Z,Z,Z)-isomer; RN for cpd without isomeric designation not avail 3/90 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(4Z,7Z,10Z,13Z,15E,19Z)-17-hydroxydocosahexaenoic acid : A hydroxydocosahexaenoic acid that consists of 4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid bearing an additional 17-hydroxy substituent. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID6439179
CHEBI ID72637
SCHEMBL ID10026728
MeSH IDM0173864

Synonyms (31)

Synonym
(4z,7z,10z,13z,15e,19z)-17-hydroxydocosahexaenoic acid
17-hdohe
CHEBI:72637
(+/-)-17-hdohe
LMFA04000032
(+/-)-17-hydroxy-4z,7z,10z,13z,15e,19z-docosahexaenoic acid
17-hydroxy-dha
17-hydroxy-4,7,10,13,15,19-docosahexaenoic acid
17-hydroxy docosahexaenoic acid
90780-52-2
17-hydroxydocosahexaenoic acid
17-hdhe
(4z,7z,10z,13z,15e,19z)-17-hydroxydocosa-4,7,10,13,15,19-hexaenoic acid
4,7,10,13,15,19-docosahexaenoic acid, 17-hydroxy-, (e,z,z,z,z,z)-
4,7,10,13,15,19-docosahexaenoicacid, 17-hydroxy-, (4z,7z,10z,13z,15e,19z)-
SCHEMBL10026728
(.+/-.)-17-hydroxy-4z,7z,10z,13z,15e,19z-docosahexaenoic acid
(.+/-.)17-hdohe
SWTYBBUBEPPYCX-VIIQGJSXSA-N
(e,z,z,z,z,z)-17-hydroxy-, 4,7,10,13,15,19-docosahexaenoic acid
17-hydroxydocosahexaenoate
(e,z,z,z,z,z)-17-hydroxy-, 4,7,10,13,15,19-docosahexaenoate
17-hydroxy-4,7,10,13,15,19-docosahexaenoate
(+/-)-17-hydroxy-4z,7z,10z,13z,15e,19z-docosahexaenoate
DTXSID80904335
Q27140036
(+/-)17-hdha
SR-01000946909-1
sr-01000946909
(??)17-hdha
AKOS040755362
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human xenobiotic metaboliteAny human metabolite produced by metabolism of a xenobiotic compound in humans.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
hydroxydocosahexaenoic acidA long-chain polyunsaturated fatty acid that is any docosahexaenoic acid bearing a single hydroxy substituent. An oxidation product of docosahexaenoic acid metabolism.
secondary allylic alcoholAn allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to one other carbon and one hydrogen.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (5)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Biosynthesis of specialized proresolving mediators (SPMs)13107
Biosynthesis of electrophilic -3 PUFA oxo-derivatives227
Docosahexaenoic acid oxylipin metabolism036

Research

Studies (39)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (2.56)18.7374
1990's0 (0.00)18.2507
2000's4 (10.26)29.6817
2010's29 (74.36)24.3611
2020's5 (12.82)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.42

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.42 (24.57)
Research Supply Index3.83 (2.92)
Research Growth Index5.25 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.42)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials6 (15.38%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other33 (84.62%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]