Repositioning Candidate Details
| Candidate ID: | R1365 |
| Source ID: | DB11324 |
| Source Type: | investigational |
| Compound Type: | small molecule |
| Compound Name: | Nonivamide |
| Synonyms: | Hydroxymethoxybenzyl pelargonamide; N-Nonanoyl vanillylamide; N-Vanillylnonamide; N-Vanillylpelargonamide; Nonivamide; Pelargonyl vanillylamide; Pseudocapsaicin; Vanillyl-N-nonylamide |
| Molecular Formula: | C17H27NO3 |
| SMILES: | CCCCCCCCC(=O)NCC1=CC(OC)=C(O)C=C1 |
| Structure: |
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| DrugBank Description: | Nonivamide is found in herbs and spices. It is an alkaloid from the Capsicum species. The structures of and nonivamide differ only slightly with respect to the fatty acid moiety of the side chain (8-methyl nonenoic acid versus nonanoic acid) . Nonivamide is a flavoring ingredient. Nonivamide is an organic compound and a capsaicinoid. It is an amide of pelargonic acid and _vanillylamine_. It is naturally found in chili peppers but manufactured to produce a synthetic form for various pharmacologic preparations . This drug has been studied in combination with Nicarboxil in the treatment of lower back pain . Nonivamide has also been studied for its anti-inflammatory properties, as well as in fat loss therapies and has demonstrated promising results , , , . |
| CAS Number: | 2444-46-4 |
| Molecular Weight: | 293.4012 |
| DrugBank Indication: | Nonivamide is used as a topical analgesic and is also used as a flavoring ingredient , , . |
| DrugBank Pharmacology: | Relieves minor aches and pains of muscles and joints , . |
| DrugBank MoA: | Nonivamide is a naturally occurring analog of , isolated from peppers, described to produce effects similar to . It is an agonist of the VR1 (vanilloid/TRPV1 receptor) . It serves as a transient agonist of these receptors, which are potentiated by pro-inflammatory drugs, a phenomenon that leads to thermal hyperalgesia, or increased heat sensation . Nonivamide has been shown to stimulate afferent neurons with about half the potency of . Agonism of the VR1 (TRPV1) (vanilloid) receptor by Nonivamide was demonstrated to induce the release of Ca2+ from the endoplasmic reticulum (ER) of human lung cells, producing ER stress and cell death . Nonivamide, like other capsaicinoids, acts on the vanilloid receptors located in the peripheral afferent nerve fibers, providing short-acting irritant and algesic properties. Applied dermally, these substances act by stimulating sensitive chemoreceptors of the skin and by reflex, hyperemia and a local elevation in temperature. After repetitive administration, capsaicinoids have been reported to lead to desensitization to nociceptive stimuli possibly by long-acting depletion of peptide neurotransmitters (substance P) from peripheral sensory neurons. Capsaicinoids can modulate muscle tone (in bladder, bronchus etc.). Intravenous injection of nonivamide to rats (10 μg/kg) has been found to lead to bradycardia. The cardiovascular effects are partly explained by substance P release. Nonivamide given to rats subcutaneously (1 mg/kg) was found to cause body temperature decrease, vasodilatation, and increased salivation. Capsaicinoids have shown to illicit bronchospastic effects in guinea pigs. Capsaicin and its analogs were reported to increase barbiturate sleeping time in rats by interacting with hepatic metabolizing enzymes . |
| Targets: | Transient receptor potential cation channel subfamily V member 1 agonist |
| Inclusion Criteria: | Therapeutic strategy associated |
| Strategy ID | Strategy | Synonyms | Related Targets | Related Drugs | |
|---|---|---|---|---|---|
| S05 | Anti-inflammatory | inflammatory | Bile acid; TNF-a inhibitor; Dual PPAR-α and -δ agonists; Toll-Like Receptor; (TLR)-4 antagonist; Caspase inhibitor; ASK-1 inhibitor | Ursodeoxycholic Acid; Pentoxifylline; Elafibranor; JKB-121; Emricasan; Selonsertib; | Details |
| Target ID | Target Name | GENE | Action | Class | UniProtKB ID | Entry Name | |
|---|---|---|---|---|---|---|---|
| T10 | Caspase-1 | CASP1 | inhibitor | Enzyme | P29466 | CASP1_HUMAN | Details |
| T21 | Diacylglycerol O-acyltransferase 2 | DGAT2 | inhibitor | Enzyme | Q96PD7 | DGAT2_HUMAN | Details |
| T07 | Bile acid receptor | NR1H4 | agonist | Nuclear hormone receptor | Q96RI1 | NR1H4_HUMAN | Details |
| Diseases ID | DO ID | Disease Name | Definition | Class |
|---|