Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C37H40O9 |
| Molecular Weight | 628.7081 |
| Optical Activity | ( + ) |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(CC(=O)OCC2=C[C@H]3[C@H]4O[C@]6(CC5=CC=CC=C5)O[C@]4(C[C@@H](C)[C@]3(O6)[C@@H]7C=C(C)C(=O)[C@@]7(O)C2)C(C)=C)=CC=C1O
InChI
InChIKey=DSDNAKHZNJAGHN-MXTYGGKSSA-N
InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30-,33-,34-,35-,36-,37-/m1/s1
| Molecular Formula | C37H40O9 |
| Molecular Weight | 628.7081 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Resiniferatoxin (RTX or RTX-107) is a vanilloid derived from a cactus-like plant (Euphoria resiniferous) and has anti-inflammatory activity. This compound is an agonist of the transient receptor potential vanilloid 1 (TRPV1). Resiniferatoxin produces analgesia by desensitizing the TRPV1 receptor. Findings of several studies have suggested a potential therapeutic use of the anti-inflammatory effect of resiniferatoxin. Phase I and II clinical trials have been completed or are underway, evaluating the safety and efficacy of resiniferatoxin in pain-related disorders such as osteoarthritis and cancers.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Resiniferatoxin induces death of bladder cancer cells associated with mitochondrial dysfunction and reduces tumor growth in a xenograft mouse model. | 2014-12-05 |
|
| Activation of TRPV1 reduces vascular lipid accumulation and attenuates atherosclerosis. | 2011-12-01 |
|
| Differential effects of substance P or hemokinin-1 on transient receptor potential channels, TRPV1, TRPA1 and TRPM8, in the rat. | 2010-02 |
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| Regulation of the benzamil-insensitive salt taste receptor by intracellular Ca2+, protein kinase C, and calcineurin. | 2009-09 |
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| Reactive oxygen species mediate TNFR1 increase after TRPV1 activation in mouse DRG neurons. | 2009-06-17 |
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| Preventive effect of TRPV1 agonists capsaicin and resiniferatoxin on ischemia/reperfusion-induced renal injury in rats. | 2008-05 |
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| Enhancement of cutaneous nerve regeneration by 4-methylcatechol in resiniferatoxin-induced neuropathy. | 2008-02 |
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| Human keratinocytes are vanilloid resistant. | 2008 |
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| Inhibitory effect of PACAP-38 on acute neurogenic and non-neurogenic inflammatory processes in the rat. | 2007-09 |
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| Effects of tolterodine on afferent neurotransmission in normal and resiniferatoxin treated conscious rats. | 2007-07 |
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| Role of capsaicin-sensitive afferents and sensory neuropeptides in endotoxin-induced airway inflammation and consequent bronchial hyperreactivity in the mouse. | 2007-06-07 |
|
| TRPV1 is a novel target for omega-3 polyunsaturated fatty acids. | 2007-01-15 |
|
| Capsaicin-sensitive sensory fibers in the islets of Langerhans contribute to defective insulin secretion in Zucker diabetic rat, an animal model for some aspects of human type 2 diabetes. | 2007-01 |
|
| Thermosensitive TRP ion channels mediate cytosolic calcium response in human synoviocytes. | 2006-09 |
|
| Substantial role of locus coeruleus-noradrenergic activation and capsaicin-insensitive primary afferent fibers in bee venom's anti-inflammatory effect. | 2006-06 |
|
| Evaluation of the anti-emetic potential of anti-migraine drugs to prevent resiniferatoxin-induced emesis in Suncus murinus (house musk shrew). | 2005-01-31 |
|
| Anandamide-evoked activation of vanilloid receptor 1 contributes to the development of bladder hyperreflexia and nociceptive transmission to spinal dorsal horn neurons in cystitis. | 2004-12-15 |
|
| Ischemic preconditioning of remote organs attenuates gastric ischemia-reperfusion injury through involvement of prostaglandins and sensory nerves. | 2004-09-19 |
|
| Intravesical resiniferatoxin decreases spinal c-fos expression and increases bladder volume to reflex micturition in rats with chronic inflamed urinary bladders. | 2004-07 |
|
| Signal transduction for inhibition of inducible nitric oxide synthase and cyclooxygenase-2 induction by capsaicin and related analogs in macrophages. | 2003-11 |
|
| Effects of resiniferatoxin desensitization of capsaicin-sensitive afferents on detrusor over-activity induced by intravesical capsaicin, acetic acid or ATP in conscious rats. | 2003-05 |
|
| High affinity antagonists of the vanilloid receptor. | 2002-10 |
|
| Molecular targets for cannabidiol and its synthetic analogues: effect on vanilloid VR1 receptors and on the cellular uptake and enzymatic hydrolysis of anandamide. | 2001-10 |
|
| Analysis of the native quaternary structure of vanilloid receptor 1. | 2001-07-27 |
|
| Capsaicin-sensitive afferent sensory nerves in modulating gastric mucosal defense against noxious agents. | 1999-11 |
|
| Induction of apoptosis by vanilloid compounds does not require de novo gene transcription and activator protein 1 activity. | 1998-03 |
|
| Regulation of neuropeptide release from pulmonary capsaicin-sensitive afferents in relation to bronchoconstriction. | 1993 |
|
| Effect of resiniferatoxin on the isolated rabbit iris sphincter muscle: comparison with capsaicin and bradykinin. | 1992-03-24 |
| Substance Class |
Chemical
Created
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admin
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Edited
Wed Apr 02 00:03:15 GMT 2025
by
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| Record UNII |
A5O6P1UL4I
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| Record Status |
Validated (UNII)
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| Record Version |
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Official Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C2198
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FDA ORPHAN DRUG |
164802
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admin on Wed Apr 02 00:03:15 GMT 2025 , Edited by admin on Wed Apr 02 00:03:15 GMT 2025
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57444-62-9
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5702546
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GH-167
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RESINIFERATOXIN
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A5O6P1UL4I
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11485
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8809
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DTXSID00894764
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C1214
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C024353
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100000175504
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DB06515
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| Related Record | Type | Details | ||
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