Description
Key facts
CAS number:2444-46-4,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:293.4 Da,
Molecular formula:C17H27NO3,
PubChem:2998,
Nature:Synthetic,
Solubility:Soluble in ethanol to 100 mMSoluble in DMSO to 100 mM,
Biochemical name:Nonivamide,
Biological description:TRPV1 agonist. Less potent Capsaicin (ab141000) analog. Induces Ca2+ release from ER. Blood-brain barrier permeable. Active in vivo.,
Canonical smiles:CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC,
InChi:InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20),
InChiKey:RGOVYLWUIBMPGK-UHFFFAOYSA-N,
IUPAC Name:N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions-+4°C, Appropriate long-term storage conditions-+4°C
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
TRPV1 also known as the capsaicin receptor is a receptor channel with a mass of approximately 95 kDa. This protein is a member of the transient receptor potential vanilloid family and is mainly expressed in sensory neurons such as those found in the dorsal root ganglia. Glucocorticoid Receptor also referred to as NR3C1 is a nuclear receptor with a mass of about 86 kDa expressed broadly in many tissues. The Progesterone Receptor found predominantly in the reproductive tissues has a molecular weight of 98 kDa. TRPV2 is another temperature-sensitive ion channel similar to TRPV1 and is expressed in several tissue types including cardiac muscle. Gli3 serves as a transcription factor in the Hedgehog signaling pathway with mass around 190 kDa and functions mostly in neural tissue. Cytochrome P450 3A4 (CYP3A4) and CYP2C9 enzymes present in the liver play essential roles in drug metabolism. The Androgen Receptor weighing about 110 kDa is important for signaling in male reproductive tissues. PXR or Pregnane X Receptor expressed in the liver and intestine is an important regulator of CYP3A4. TRPV4 another member of the TRPV family functions in osmo- and mechanosensation and is expressed in various tissues like lung and kidney. 15-Lipoxygenase 1 (15-LOX1) is an enzyme involved in the metabolism of polyunsaturated fatty acids.
Biological function summary
Expression and interaction of these proteins participate in various cellular mechanisms. TRPV1 detects heat and pH changes integrating pain and heat sensations while TRPV2 responds to mechanical stimuli possibly interacting in immune cells. The Glucocorticoid Receptor mediates stress responses by regulating gene expression usually forming a receptor-ligand complex. Progesterone and Androgen receptors regulate reproductive system development and function through gene regulation. Gli3 acts in developing tissue particularly influencing organismal growth via transcriptional regulation. Cytochromes CYP3A4 and CYP2C9 metabolize pharmaceuticals and are part of a group of enzymes that facilitate detoxification processes. The PXR receptor supports the transcription of metabolizing genes. It often complexes with CYP3A4 affecting drug clearance rates. TRPV4 influences cellular volume and ion homeostasis while 15-LOX1 contributes to the inflammatory response by oxidizing fatty acids.
Pathways
These proteins form key components in multiple signaling routes. TRPV1 and TRPV4 for instance contribute significantly to the transduction of sensory signaling pathways pertinent to pain and temperature regulation. The Glucocorticoid Receptor plays a part in the stress-adaptive HPA axis pathway linking with various other receptors. CYP3A4 and CYP2C9 are integral to the xenobiotic metabolism pathway where they relate closely to detoxification proteins like PXR. The Androgen Receptor significantly impacts the androgen signaling pathway directly influencing reproductive system development and maintenance. Gli3 occupies a space in the Hedgehog signaling pathway collaborating closely with other transcription factors.
These targets show association with specific pathologies. TRPV1 links to chronic pain conditions and the modulation of its activity may provide relief. Similarly TRPV4 is involved in hereditary neuropathy. Anomalies in the Glucocorticoid Receptor may lead to glucocorticoid resistance while dysregulation of the Progesterone Receptor has associations with reproductive tract cancers. Aberrant functioning of CYP3A4 connected to PXR and Cytochrome P450 systems influences drug interaction disorders. Dysfunction in Androgen Receptors can contribute to conditions such as prostate cancer. Inflammation and respiratory issues can link to altered 15-LOX1 activity. Misregulated Gli3 signaling can result in developmental disorders like Pallister-Hall syndrome.
