Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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A111764-100mg | 100mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $57.90 | |
A111764-500mg | 500mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $256.90 | |
A111764-1g | 1g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $461.90 |
ω-6 Polyunsaturated fatty acid, precursor of eicosanoids
Synonyms | arachidonic acid|506-32-1|arachidonate|Immunocytophyte|(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid|(all-Z)-5,8,11,14-Eicosatetraenoic acid|cis-5,8,11,14-Eicosatetraenoic acid|5,8,11,14-Eicosatetraenoic acid, (all-Z)-|all-cis-5,8,11,14-eicosatetraenoic |
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Specifications & Purity | Moligand™, analytical standard, ≥99%(GC) |
Biochemical and Physiological Mechanisms | Major precursor in the production of eicosanoids and important cellular signaling mediator. Endogenous free fatty acid released from phospholipids by PLA 2 . Metabolised by COX, lipoxygenase and cytochrome p450s to form a variety of eicosanoids |
Storage Temp | Protected from light,Store at -20°C,Argon charged |
Shipped In | Ice chest + Ice pads |
Grade | analytical standard, Moligand™ |
Action Type | ACTIVATOR, CHANNEL BLOCKER, INHIBITOR |
Mechanism of action | Activator of ClC-2;Activator of K 2P10.1;Activator of K 2P13.1;Inhibitor of K 2P18.1;Activator of K 2P2.1;Channel blocker of K 2P3.1;Activator of K 2P4.1;Activator of K ir2.3;Activator of K ir3.4;Channel blocker of K v4.2;Activator of protein kinase C zet |
Note | Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 6 months. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
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IUPAC Name | (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid |
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INCHI | InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15- |
InChi Key | YZXBAPSDXZZRGB-DOFZRALJSA-N |
Canonical SMILES | CCCCCC=CCC=CCC=CCC=CCCCC(=O)O |
Isomeric SMILES | CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O |
PubChem CID | 444899 |
Molecular Weight | 304.47 |
Beilstein | 1713889 |
PubChem CID | 444899 |
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ChEBI | CHEBI:15843 |
Wikipedia | Arachidonic_acid |
ChEMBL Ligand | CHEMBL15594 |
DrugBank Ligand | DB04557 |
CAS Registry No. | 506-32-1 |
RCSB PDB Ligand | ACD |
Antibiotic DB | 1427 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
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D2213001 | Certificate of Analysis | Jan 08, 2024 | A111764 |
K2117724 | Certificate of Analysis | Aug 09, 2023 | A111764 |
D2313873 | Certificate of Analysis | Jan 10, 2023 | A111764 |
D2314277 | Certificate of Analysis | Jan 10, 2023 | A111764 |
D2314278 | Certificate of Analysis | Jan 10, 2023 | A111764 |
K2217074 | Certificate of Analysis | Nov 03, 2022 | A111764 |
K2217075 | Certificate of Analysis | Nov 03, 2022 | A111764 |
D2213002 | Certificate of Analysis | Mar 25, 2022 | A111764 |
D2213003 | Certificate of Analysis | Mar 25, 2022 | A111764 |
Sensitivity | Air & Moisture and Light Sensitive |
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Refractive Index | 1.4872 |
Flash Point(°F) | 113 °C |
Flash Point(°C) | 113°C |
Boil Point(°C) | 169-171 °C/0.15 mmHg |
Melt Point(°C) | -49°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed H312:Harmful in contact with skin H332:Harmful if inhaled |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
Merck Index | 765 |
1. Beavers WN, Monteith AJ, Amarnath V, Mernaugh RL, Roberts 2nd LJ, Chazin WJ, Davies SS, Skaar EP. (2019) Arachidonic Acid Kills Staphylococcus aureus through a Lipid Peroxidation Mechanism.. mBio, 10 (5): (589-97). [PMID:31575763] |
2. Cantonero C et al.. (2020) Arachidonic Acid Attenuates Cell Proliferation, Migration and Viability by a Mechanism Independent on Calcium Entry.. Int J Mol Sci, 21 (9): [PMID:32392840] |
3. Ye Z et al.. (2021) Arachidonic acid-regulated calcium signaling in T cells from patients with rheumatoid arthritis promotes synovial inflammation.. Nat Commun, 12 (907). [PMID:33568645] |
4. Díaz-Viraqué F et al.. (2018) Old Yellow Enzyme from Trypanosoma cruzi Exhibits In Vivo Prostaglandin F2a Synthase Activity and Has a Key Role in Parasite Infection and Drug Susceptibility.. Front Immunol, 9 (456). [PMID:29563916] |