Description
Key facts
CAS number:183718-77-6,
Purity:>99%,
Form:SolidSee storage information,
Molecular weight:395.6 Da,
Molecular formula:C26H37NO2,
PubChem:6604822,
Nature:Synthetic,
Solubility:Soluble in DMSO to 50 mMSoluble in ethanol to 50 mM,
Biochemical name:N-(4-hydroxyphenyl)-eicosa-5,8,11,14-tetraenamide,
Biological description:Competitive and selective anandamide transport inhibitor (IC50 = 1 μM). Active in vivo. Does not activate CB1 receptors or inhibit anandamide hydrolysis but has been shown to activate vanilloid receptors.,
Canonical smiles:CCCCCC=CCC=CCC=CCC=CCCCC(=O)NC1=CC=C(C=C1)O,
Isomeric smiles:CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NC1=CC=C(C=C1)O,
InChi:InChI=1S/C26H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)27-24-20-22-25(28)23-21-24/h6-7,9-10,12-13,15-16,20-23,28H,2-5,8,11,14,17-19H2,1H3,(H,27,29)/b7-6-,10-9-,13-12-,16-15-,
InChiKey:IJBZOOZRAXHERC-DOFZRALJSA-N,
IUPAC Name:(5Z,8Z,11Z,14Z)-N-(4-hydroxyphenyl)icosa-5,8,11,14-tetraenamide
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
TRPV1 also known as the Transient Receptor Potential Vanilloid 1 is a protein that functions as an ion channel. It is activated by heat and capsaicin the compound that makes chili peppers hot. The protein has a mass of approximately 95 kDa. TRPV1 is widely expressed in sensory neurons where it plays a role in pain perception. Cannabinoid Receptor I (CB1) and Cannabinoid Receptor II (CB2) are part of the endocannabinoid system. They are G protein-coupled receptors located in the central nervous system and peripheral tissues. Cytochrome P450 3A4 abbreviated CYP3A4 is an enzyme known for its role in drug metabolism expressed mostly in the liver. TDP1 a tyrosyl-DNA phosphodiesterase facilitates DNA repair. CYP2C9 also contributes to drug metabolism similar to CYP3A4. 15-PGDH (15-hydroxyprostaglandin dehydrogenase) is involved in prostaglandin degradation and 15 Lipoxygenase 1 plays a role in fatty acid metabolism. GAA or Acid Alpha-Glucosidase is necessary for glycogen breakdown.
Biological function summary
TRPV1 channels are central to detecting and regulating body temperature. They participate in inflammatory pain signaling. CB1 and CB2 receptors modulate neurotransmitter release and immune cell function. Both receptors have roles in the endocannabinoid system which includes endogenous cannabinoids like anandamide. CYP3A4 is critical for metabolizing xenobiotics and endogenous compounds affecting drug clearance rates. TDP1 helps in fixing DNA double-strand breaks working with other proteins in a complex. CYP2C9 is responsible for the oxidative metabolism of various substances including several drugs. 15-PGDH regulates prostaglandin levels and 15 Lipoxygenase 1 is involved in producing inflammatory mediators. GAA functions in lysosomes to convert glycogen to glucose.
Pathways
TRPV1 is part of the pain and sensory pathways including those associated with inflammatory responses. It interacts with proteins like calcineurin in pain signaling pathways. CB1 and CB2 receptors are integral to cannabinoid signaling pathways. They regulate the endocannabinoid system and affect pathways related to mood and appetite. CYP3A4 and CYP2C9 enzymes participate in the metabolic pathways of drug detoxification. 15-PGDH participates in arachidonic acid metabolism relating to the pathway of prostaglandin degradation. 15 Lipoxygenase 1 associated with linoleic acid metabolism contributes to leukotriene production. GAA is significant in glycogen metabolism pathways related to energy release processes.
TRPV1 is associated with chronic pain conditions like neuropathy and inflammatory pain. Its dysregulation impacts pain signaling where calcineurin also plays an important role. CB1 and CB2 receptors are linked to disorders such as anxiety and multiple sclerosis due to their role in the endocannabinoid system affecting neurological functions. CYP3A4 and CYP2C9 alterations can influence drug reactions contributing to adverse drug events and vitamin D deficiency. 15-PGDH is relevant in cancer progression due to its role in prostaglandin metabolism. 15 Lipoxygenase 1 associates with inflammatory diseases like atherosclerosis. GAA deficiency causes Pompe disease a glycogen storage disorder impacting muscle and respiratory functions.
