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Details

Stereochemistry ACHIRAL
Molecular Formula C24H36O2
Molecular Weight 356.5414
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 6
Charge 0

SHOW SMILES / InChI
Structure of ETHYL DOCOSAHEXAENOATE

SMILES

CCOC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC

InChI

InChIKey=ITNKVODZACVXDS-YNUSHXQLSA-N
InChI=1S/C24H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26-4-2/h5-6,8-9,11-12,14-15,17-18,20-21H,3-4,7,10,13,16,19,22-23H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-

HIDE SMILES / InChI
Molecular Formula C24H36O2
Molecular Weight 356.5414
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 6
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.hsph.harvard.edu/nutritionsource/omega-3-fats/ | https://www.ncbi.nlm.nih.gov/pubmed/24352849 | https://www.fda.gov/Cosmetics/ProductsIngredients/Products/ucm134064.htm

Doconexent (Docosahexaenoic acid, DHA) is an omega-3 fatty acid that is a primary structural component of the human brain, cerebral cortex, skin, and retina. DHA is widely used as a food supplement, and is beleived to support healthy brain development in young childred, prevent cardiovascular disease and cognitive decline during Alzheimer's disease. Most of these claims, however, were not supported by clinical trials. DHA spray is used as a tanner.

CNS Activity

Originator

Approval Year

2007
205
Targets

Targets

Primary TargetPharmacologyConditionPotency
Modulator
828
Modulator
828
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Unknown

Approved Use

Unknown
Preventing
Approved
8429
Unknown

Approved Use

Unknown
Primary
Phase III
656
Unknown

Approved Use

Unknown
Palliative
Phase III
656
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Discovery of novel brain lipoxygenase products formed from docosahexaenoic acid (22:6w3).
1988
Severe deficiency of docosahexaenoic acid in peroxisomal disorders: a defect of delta 4 desaturation?
1990 Aug
Human plasma albumin transports [13C]docosahexaenoic acid in two lipid forms to blood cells.
1997 Aug
Differential distribution and metabolism of arachidonic acid and docosahexaenoic acid by human placental choriocarcinoma (BeWo) cells.
1998 Aug
Low plasma levels of docosahexaenoic acid in patients with liver cirrhosis and its correction with a polyunsaturated fatty acid-enriched soft oil capsule.
1999 Apr
Maternal plasma homocysteine, placenta status and docosahexaenoic acid concentration in erythrocyte phospholipids of the newborn.
1999 Mar
Polyunsaturated fatty acids in the food chain in Europe.
2000 Jan
Effects of purified eicosapentaenoic acid and docosahexaenoic acid on platelet, fibrinolytic and vascular function in hypertensive type 2 diabetic patients.
2003 Jan
Free fatty acids regulate insulin secretion from pancreatic beta cells through GPR40.
2003 Mar 13
The orphan G protein-coupled receptor GPR40 is activated by medium and long chain fatty acids.
2003 Mar 28
Rainbow trout (Oncorhynchus mykiss) brain cells biosynthesize novel docosahexaenoic acid-derived resolvins and protectins-Mediator lipidomic analysis.
2005 Dec
Free fatty acids regulate gut incretin glucagon-like peptide-1 secretion through GPR120.
2005 Jan
TRPA1 is a polyunsaturated fatty acid sensor in mammals.
2012
New therapy using omega-3-Acid ethyl esters for decubitus ulcers and stasis dermatitis: a case report.
2014 Dec
Kinetics of docosahexaenoic acid ethyl ester accumulation in dog plasma and brain.
2016 Oct
Bioequivalence Demonstration for Ω-3 Acid Ethyl Ester Formulations: Rationale for Modification of Current Guidance.
2017 Mar
The hydroxylated form of docosahexaenoic acid (DHA-H) modifies the brain lipid composition in a model of Alzheimer's disease, improving behavioral motor function and survival.
2017 Sep
Double-blind, randomized, multicenter phase 2 study of SC411 in children with sickle cell disease (SCOT trial).
2018 Aug 14
[Separation of eicosapentaenoic acid ethyl ester and docosahexaenoic acid ethyl ester by simulated moving bed chromatography].
2018 Sep 8
Patents

Patents

JP1048898A
9
JP1050890A
4
JP1066118A
9
JP1066119A
9
JP1080250A
9
JP2000014392A
12
JP2000032954A
9
JP2000044470A
9
JP2000060439A
4
JP2000060587A
5
JP2000086425A
9
JP2000095683A
9
JP2000128805A
9
JP2000159667A
4
JP2000159682A
4
JP2000159792A
10
JP2000175630A
4
JP2000191525A
9
JP2000212588A
9
JP2000217538A
6
JP2000217582A
9
JP2000239168A
4
JP2000270885A
12
JP2000281572A
9
JP2000290178A
12
JP2000325040A
4
JP2000327570A
9
JP2000342291A
4
JP2001031566A
7
JP2001054396A
10
JP2001072993A
9
JP2001089380A
9
JP2001128642A
6
JP2001164286A
4
JP2001169780A
4
JP2001192328A
9
JP2001199892A
4
JP2001240558A
9
JP2001275656A
4
JP2001286234A
9
JP2001288079A
9
JP2001335794A
4
JP2002058435A
4
JP2002069475A
4
JP2002180082A
4
JP2002345452A
10
JP2002363131A
9
JP2002532687A
6
JP2002536294A
4
JP2003009818A
4
JP2003063942A
9
JP2004307428A
4
JP4761771B2
4
JP4828062B2
6
JPH00222228A
4
JPH02188574A
7
JPH0222228A
4
JPH07233058A
4
JPH0912456A
4
JPS60169418A
4
JPS62258362A
4

Sample Use Guides

In Vivo Use Guide
Doconexent is administered with food or as an oral supplement, or topically with food.
Route of Administration: Other
In Vitro Use Guide
DHA reduces calcium uptake in rat cardiac myocytes exposed to oubain (0.1 mM) after incubation for 4 days with 5 uM DHA added to medium. Calcium uptake was measured after addition of tracer 45Ca2+ to the 1.0 mM calcium in the bathing medium.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:54:28 UTC 2023
Edited
by admin
on Fri Dec 15 15:54:28 UTC 2023
Record UNII
7PO7G8PA8M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYL DOCOSAHEXAENOATE
Common Name English
MATK-90
Code English
CERVONIC ACID ETHYL ESTER
Common Name English
DOCONEXENT ETHYL ESTER
Common Name English
DOCOSAHEXAENOIC ACID ETHYL ESTER [MART.]
Common Name English
CIS-4,7,10,13,16,19-DOCOSAHEXAENOIC ACID ETHYL ESTER
Systematic Name English
INCROMEGA DHA 700ESR
Brand Name English
DOCOSAHEXAENOIC ACID ETHYL ESTER
MART.  
Systematic Name English
DOCOSAHEXAENOIC ACID ETHYL ESTER [USP-RS]
Common Name English
Docosahexaenoic acid ethyl ester [WHO-DD]
Common Name English
4,7,10,13,16,19-DOCOSAHEXAENOIC ACID, ETHYL ESTER, (4Z,7Z,10Z,13Z,16Z,19Z)-
Common Name English
ETHYL (ALL-Z)-4,7,10,13,16,19-DOCOSAHEXAENOATE
Common Name English
4,7,10,13,16,19-DOCOSAHEXAENOIC ACID, ETHYL ESTER, (ALL-Z)-
Common Name English
DHA ETHYL ESTER
Common Name English
Classification Tree Code System Code
EU-Orphan Drug EU/3/18/1991
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
NCI_THESAURUS C275
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL1200711
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
CAS
81926-94-5
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
EVMPD
SUB35796
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
FDA UNII
7PO7G8PA8M
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID701026353
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
NCI_THESAURUS
C78086
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
PUBCHEM
9831416
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
MESH
C067518
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
CHEBI
84945
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
SMS_ID
100000128564
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
RS_ITEM_NUM
1224620
Created by admin on Fri Dec 15 15:54:28 UTC 2023 , Edited by admin on Fri Dec 15 15:54:28 UTC 2023
PRIMARY
Related Record Type Details
Structure of DOCONEXENT
ACTIVE MOIETY
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