Cervonic Acid - ≥98%, high purity , CAS No.6217-54-5, Agonist of FFA1 receptor;Activator of K 2P10.1;Agonist of Retinoid X receptor-α;Activator of TRPA1

Item Number
D100925
Grouped product items
SKUSizeAvailabilityPrice Qty
D100925-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$58.90
D100925-500mg
500mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$189.90
D100925-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$342.90
D100925-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,539.90

RXR agonist

Basic Description

SynonymsDHA | AB01563379_01 | 4,7,10,13,16,19-Docosahexaenoate | 4-cis,7-cis,10-cis,13-cis,16-cis,19-cis-Docosahexaenoic acid | LMFA01030185 | MLS004773950 | N-(2-(1H-Imidazol-5-yl)ethyl)-3-aminopropanamidedihydrochloride | NCGC00161345-05 | BP-29833 | HY-B2167 |
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsEndogenous omega-3 fatty acid. Acts as a selective retinoid X receptor (RXR) agonist that displays no activity at RAR, thyroid hormone receptor or the vitamin D receptor (VDR). Activates all three RXR isoforms. Also shown to inhibit Aβ1-42 fibrillation an
Storage TempStore at -20°C,Argon charged
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeACTIVATOR, AGONIST
Mechanism of actionAgonist of FFA1 receptor;Activator of K 2P10.1;Agonist of Retinoid X receptor-α;Activator of TRPA1
Product Description

DHA is an essential fatty acid and the most abundant ω-3 fatty acid in neural tissues, especially in the retina and brain. DHA constitutes as much as 40% of the total PUFA pool in retinal and neuronal membranes. Supplementation of dietary DHA using fish oil inhibits the progression of atherosclerosis and delays photoreceptor degeneration in retinitis pigmentosa. Neonatal DHA deprivation causes developmental defects and can lead to hypertension in rats.
Docosahexaenoic acid, DHA, is an omega-3 polyunsaturated fatty acid with 22 carbons and six double bonds, the first double bond occuring at position three from the methyl terminus (22:6 n-3). DHA is a component of lipid membranes and the myelin sheath. DHA also serves as a precursor for signaling molecules such as prostaglandins and eicosanoids.

Associated Targets(Human)

FFAR1 Tchem Free fatty acid receptor 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
RXRA Tclin Retinoic acid receptor RXR-alpha (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
KCNK10 Tclin Potassium channel subfamily K member 10 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CFTR Tclin Cystic fibrosis transmembrane conductance regulator (2075 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RBP4 Tchem Plasma retinol-binding protein (718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
143B (353 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-361 (612 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-468 (9477 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MG-63 (795 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SH-SY5Y (11521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-N-SH (1499 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HMEC (560 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOS (906 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FFAR1 Tchem Free fatty acid receptor 1 (4763 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLL Tbio DNA polymerase lambda (184 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR4A2 Tchem Nuclear receptor subfamily 4 group A member 2 (460 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AU565 (191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR4A1 Tchem Nuclear receptor subfamily 4 group A member 1 (458 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OXER1 Tchem Oxoeicosanoid receptor 1 (131 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin RXR alpha/PPAR gamma (112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PSMB2 Tclin 20S proteasome (530 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EA.hy 926 (491 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Faah Anandamide amidohydrolase (3907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HD1 Histone deacetylase (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatitis C virus (23859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
N2a (708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P19 (309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RBL-2H3 (1162 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Serum (58 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Impa1 Inositol monophosphatase 1 (16203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
INCHI InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChi Key MBMBGCFOFBJSGT-KUBAVDMBSA-N
Canonical SMILES CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)O
Isomeric SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O
WGK Germany 3
PubChem CID 445580
Molecular Weight 328.49

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

13 results found

Lot NumberCertificate TypeDateItem
H2415059Certificate of AnalysisAug 31, 2024 D100925
C2408002Certificate of AnalysisMar 26, 2024 D100925
G2322269Certificate of AnalysisDec 11, 2023 D100925
G2322280Certificate of AnalysisDec 11, 2023 D100925
J2226355Certificate of AnalysisDec 11, 2023 D100925
G2322275Certificate of AnalysisDec 11, 2023 D100925
G2322277Certificate of AnalysisDec 11, 2023 D100925
C2330385Certificate of AnalysisApr 10, 2023 D100925
D2313853Certificate of AnalysisApr 10, 2023 D100925
D2313859Certificate of AnalysisApr 10, 2023 D100925
J2226353Certificate of AnalysisMar 07, 2023 D100925
J2226354Certificate of AnalysisMar 07, 2023 D100925
J2226356Certificate of AnalysisMar 07, 2023 D100925

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Chemical and Physical Properties

SolubilitySolvent:DMSO, Max Conc. mg/mL: 32.85, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 32.85, Max Conc. mM: 100
SensitivityAir & Light & Heat sensitive
Refractive Index1.5049
Flash Point(°C)62℃
Melt Point(°C)-44.5--44.1°C

Safety and Hazards(GHS)

WGK Germany 3
Merck Index 3398

Related Documents

Citations of This Product

1. Yanhong Zhu, Qingsong Tan, Leisen Zhang, Junpeng Yao, Hai Zhou, Pengcheng Hu, Xufang Liang, Hong Liu.  (2019)  The migration of docosahexenoic acid (DHA) to the developing ovary of female zebrafish (Danio rerio).  COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY A-MOLECULAR & INTEGRATIVE PHYSIOLOGY,  233  (97).  [PMID:30978471] [10.1016/j.cbpa.2019.04.005]

References

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2. Hoffman DR, Hughbanks-Wheaton DK, Pearson NS, Fish GE, Spencer R, Takacs A, Klein M, Locke KG, Birch DG.  (2014)  Four-year placebo-controlled trial of docosahexaenoic acid in X-linked retinitis pigmentosa (DHAX trial): a randomized clinical trial..  JAMA Ophthalmol,  132  (7): (866-73).  [PMID:24805262] [10.1021/op500134e]
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18. Ana Pagán,María T Prieto-Sánchez,José E Blanco-Carnero,Alfonso Gil-Sánchez,Juan J Parrilla,Hans Demmelmair,Berthold Koletzko,Elvira Larqué.  (2013-08-08)  Materno-fetal transfer of docosahexaenoic acid is impaired by gestational diabetes mellitus..  American journal of physiology. Endocrinology and metabolism,  305  ((7)): (E826-E833).  [PMID:23921142]
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20. Ryan G Snodgrass,Shurong Huang,Il-Whan Choi,John C Rutledge,Daniel H Hwang.  (2013-09-18)  Inflammasome-mediated secretion of IL-1β in human monocytes through TLR2 activation; modulation by dietary fatty acids..  Journal of immunology (Baltimore, Md. : 1950),  191  ((8)): (4337-4347).  [PMID:24043885]
21. Jonathan Giovannelli,Jean Dallongeville,Aline Wagner,Vanina Bongard,Brigitte Laillet,Nadine Marecaux,Jean Bernard Ruidavets,Bernadette Haas,Jean Ferrieres,Dominique Arveiler,Chantal Simon,Luc Dauchet.  (2013-10-03)  Validation of a short, qualitative food frequency questionnaire in French adults participating in the MONA LISA-NUT study 2005-2007..  Journal of the Academy of Nutrition and Dietetics,  114  ((4)): (552-561).  [PMID:24083967]
22. Andrew A Bremer,Kimber L Stanhope,James L Graham,Bethany P Cummings,Steve B Ampah,Benjamin R Saville,Peter J Havel.  (2013-10-11)  Fish oil supplementation ameliorates fructose-induced hypertriglyceridemia and insulin resistance in adult male rhesus macaques..  The Journal of nutrition,  144  ((1)): (5-11).  [PMID:24108131]
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24. Miki Eto,Hideo Shindou,Takao Shimizu.  (2013-12-18)  A novel lysophosphatidic acid acyltransferase enzyme (LPAAT4) with a possible role for incorporating docosahexaenoic acid into brain glycerophospholipids..  Biochemical and biophysical research communications,  443  ((2)): (718-724).  [PMID:24333445]
25. Milène Vandal,Wael Alata,Cyntia Tremblay,Christine Rioux-Perreault,Norman Salem,Frédéric Calon,Mélanie Plourde.  (2013-12-19)  Reduction in DHA transport to the brain of mice expressing human APOE4 compared to APOE2..  Journal of neurochemistry,  129  ((3)): (516-526).  [PMID:24345162]
26. Ester Casanova,Laura Baselga-Escudero,Aleix Ribas-Latre,Anna Arola-Arnal,Cinta Bladé,Lluís Arola,M Josepa Salvadó.  (2014-02-04)  Epigallocatechin gallate counteracts oxidative stress in docosahexaenoxic acid-treated myocytes..  Biochimica et biophysica acta,  1837  ((6)): (783-791).  [PMID:24486445]
27. Chiara Cipollina,Serena Di Vincenzo,Stefania Gerbino,Liboria Siena,Mark Gjomarkaj,Elisabetta Pace.  (2014-03-07)  Dual anti-oxidant and anti-inflammatory actions of the electrophilic cyclooxygenase-2-derived 17-oxo-DHA in lipopolysaccharide- and cigarette smoke-induced inflammation..  Biochimica et biophysica acta,  1840  ((7)): (2299-2309).  [PMID:24594225]
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29. Antonio Recchiuti,Marilina Codagnone,Anna Maria Pierdomenico,Cosmo Rossi,Veronica Cecilia Mari,Eleonora Cianci,Felice Simiele,Valentina Gatta,Mario Romano.  (2014-04-03)  Immunoresolving actions of oral resolvin D1 include selective regulation of the transcription machinery in resolution-phase mouse macrophages..  FASEB journal : official publication of the Federation of American Societies for Experimental Biology,  28  ((7)): (3090-3102).  [PMID:24692596]
30. Romain A Colas,Masakazu Shinohara,Jesmond Dalli,Nan Chiang,Charles N Serhan.  (2014-04-04)  Identification and signature profiles for pro-resolving and inflammatory lipid mediators in human tissue..  American journal of physiology. Cell physiology,  307  ((1)): (C39-C54).  [PMID:24696140]
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32. Helen N Saada,Ussama Z Said,Elsayed M E Mahdy,Hattem E Elmezayen,Shereen M Shedid.  (2014-06-18)  Fish oil omega-3 fatty acids reduce the severity of radiation-induced oxidative stress in the rat brain..  International journal of radiation biology,  90  ((12)): (1179-1183).  [PMID:24937371]
33. Song Hong,Haibin Tian,Yan Lu,James Monroe Laborde,Filipe A Muhale,Quansheng Wang,Bhagwat V Alapure,Charles N Serhan,Nicolas G Bazan.  (2014-10-03)  Neuroprotectin/protectin D1: endogenous biosynthesis and actions on diabetic macrophages in promoting wound healing and innervation impaired by diabetes..  American journal of physiology. Cell physiology,  307  ((11)): (C1058-C1067).  [PMID:25273880]
34. Anne Létondor,Benjamin Buaud,Carole Vaysse,Laurence Fonseca,Coralie Herrouin,Benjamin Servat,Sophie Layé,Véronique Pallet,Serge Alfos.  (2014-10-22)  Erythrocyte DHA level as a biomarker of DHA status in specific brain regions of n-3 long-chain PUFA-supplemented aged rats..  The British journal of nutrition,  112  ((11)): (1805-1818).  [PMID:25331622]
35. Hannah E Smith,Kelsey N Ryan,Kevin B Stephenson,Claire Westcott,Chrissie Thakwalakwa,Ken Maleta,Jacqueline Y Cheng,J Thomas Brenna,Robert J Shulman,Indi Trehan,Mark J Manary.  (2014-11-21)  Multiple micronutrient supplementation transiently ameliorates environmental enteropathy in Malawian children aged 12-35 months in a randomized controlled clinical trial..  The Journal of nutrition,  144  ((12)): (2059-2065).  [PMID:25411039]
36. Raphaëlle Varraso,R Graham Barr,Walter C Willett,Frank E Speizer,Carlos A Camargo.  (2015-02-04)  Fish intake and risk of chronic obstructive pulmonary disease in 2 large US cohorts..  The American journal of clinical nutrition,  101  ((2)): (354-361).  [PMID:25646333]
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