Identification
NameCapsaicin
Accession NumberDB06774  (DB05318)
TypeSmall Molecule
GroupsApproved
Description

Capsaicin is most often used as a topical analgesic and exists in many formulations of cream, liquid, and patch preparations of various strengths; however, it may also be found in some dietary supplements. Capsaicin is a naturally-occurring botanical irritant in chili peppers, synthetically derived for pharmaceutical formulations. The most recent capsaicin FDA approval was Qutenza, an 8% capsaicin patch dermal-delivery system, indicated for neuropathic pain associated with post-herpetic neuralgia.

Structure
Thumb
Synonyms
(E)-8-Methyl-N-vanillyl-6-nonenamide
Isodecenoic acid vanillylamide
trans-8-Methyl-N-vanillyl-6-nonenamide
External IDs ALGRX 4975 / ALGRX-4975 / FEMA NO. 3404 / NGX-1998 / NGX-4010 / NSC-56353
Product Ingredients Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
QutenzaKitAcorda Therapeutics2013-08-12Not applicableUs
QutenzaPatch179 mgCutaneousAstellas Pharma Europe Bv2009-05-15Not applicableEu
QutenzaKitAcorda Therapeutics2013-08-12Not applicableUs
QutenzaPatch179 mgCutaneousAstellas Pharma Europe Bv2009-05-15Not applicableEu
QutenzaKitNeuroges X2010-03-01Not applicableUs
Approved Generic Prescription ProductsNot Available
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
2-Count HEAT PATCHESPatch4 g/100gTopicalVeridian Healthcare2017-06-01Not applicableUs
2-Count HEAT PATCHESPatch.025 g/100gTopicalDiscount Drug Mart, Inc2017-06-01Not applicableUs
Antiphlogistine Rub A-535 Capsaicin GelGel0.05 %TopicalChurch & Dwight Company, Inc.1998-11-232007-07-23Canada
Antiphlogistine Rub A-535 Capsaicin LiquidLiquid0.025 %TopicalCarter Horner Corp.1998-11-232001-07-18Canada
Arthricare for Women Extra MoisturizingLotion0.025 %TopicalDel Pharmaceuticals Inc.2000-08-082005-06-20Canada
Arthricare for Women Quick DryingCream0.025 %TopicalDel Pharmaceuticals Inc.2002-06-172005-06-20Canada
Arthritazin Pain RelievingGel.02125 g/85gTopicalConcept Laboratories2013-01-10Not applicableUs
Arthritazin Pain RelievingGel.06375 g/255gTopicalConcept Laboratories2013-01-17Not applicableUs
Arthritazin Pain Relieving EZGel.02825 g/113gTopicalConcept Laboratories2013-02-07Not applicableUs
Arthritic Pain ReliefCream0.025 %TopicalThe Mentholatum Company1998-04-012000-06-27Canada
Arthritis Pain ReliefLiquid.15 g/100mLTopicalCvs Health2014-11-11Not applicableUs
Arthritis Pain RelieverCream.25 mg/mLTopicalHPI Health Products Inc.2014-01-19Not applicableUs
Astrapharm Chilli Brand External MedicatedPlaster70 mg/1TopicalDersan Pharmaceutical Co Ltd2007-05-01Not applicableUs
BenejointCream0.025 %TopicalLane Labs Usa, Inc.1999-01-222001-09-20Canada
Bio-mega Heat TherapyCream.05925 g/237mLTopicalConcept Laboratories2014-01-132017-02-02Us
BioMegaCream2.5 mg/gTopicalConcept Laboratories2016-08-31Not applicableUs
BioMega Heat Pain TherapyCream.25 mg/gTopicalConcept Laboratories2016-02-042017-03-14Us
Born Again Super Pain Relieving LotionLotion0.025 %TopicalAlvin Last, Inc.1998-08-042001-07-19Canada
CapsaicinPatch.6 mg/1TopicalPharmaplast SAE2014-01-11Not applicableUs
Capsaicin Arthritis Pain Relief CreamCream1 mg/gTopicalMcure Health Solutions Inc.2015-03-272016-12-30Us
Capsaicin Cream 0.025%Cream.025 %TopicalFerndale Laboratories, Inc.1996-11-281999-07-26Canada
Capsaicin Forte CreamCream0.075 %TopicalWex Pharmaceuticals Inc.1995-03-062009-08-31Canada
Capsaicin HeatPatch.6 mg/1TopicalUniversal Distribution Center LLC2017-06-20Not applicableUs
Capsaicin Mild CreamCream0.025 %TopicalWex Pharmaceuticals Inc.1995-03-062009-08-31Canada
Capsaicin No-Fuss ApplicatorLiquid1.5 mg/mLTopicalWalgreens2014-05-15Not applicableUs
Capsaicin Pain ReliefPatch.702 mg/1TopicalKareway Product, Inc.2012-01-23Not applicableUs
Capsaicin Regular CreamCream0.05 %TopicalWex Pharmaceuticals Inc.1995-03-062009-08-31Canada
Capzasin HP Arthritis Pain ReliefCream.001 g/gTopicalChattem, Inc.1998-12-01Not applicableUs
Capzasin No Mess ApplicatorLiquid.0015 g/mLTopicalChattem, Inc.2006-12-01Not applicableUs
Capzasin P Arthritis Pain ReliefCream.00035 g/gTopicalChattem, Inc.1998-12-01Not applicableUs
Capzasin-P Creme - 0.025%Cream.025 %TopicalStella Pharmaceutical Canada Inc.1996-09-091998-08-13Canada
CareOne Arthritis Pain ReliefCream.1 g/100gTopicalAmerican Sales Company2008-07-18Not applicableUs
Castiva WarmingCream.35 mg/gTopicalHumco Holding Group. Inc.2006-12-01Not applicableUs
CopperFixxOintment.25 g/100mLTopicalProduct Quest2016-01-01Not applicableUs
Coralite Medicated HeatPatch249 mg/1TopicalUnited Exchange Corporation2016-02-10Not applicableUs
Coralite Muscle and Joint Pain ReliefLiquid.0015 g/mLTopicalUnited Exchange Corporation2015-05-08Not applicableUs
Coralite Topical Analgesic Capsaicin HeatLiquid.025 g/100gTopicalShanghai Aquagel Bio Polymer Co., Ltd.2010-10-072015-12-29Us
Cvs CapsaicinCream.1 g/100gTopicalCvs Health2014-10-13Not applicableUs
CVS CapsaicinCream75 mg/gOralCvs Health2010-07-08Not applicableUs
CVS Medicated Heat 1 ctPatch.025 g/gTopicalCvs Health2014-09-16Not applicableUs
Dr. Harveys Herbal Motion Pain FormulaCream.27 mg/gTopicalHerbal Motion Llc2016-03-29Not applicableUs
Dusel Warm Arthritis Dead Sea Salt TherapyCream.25 mg/mLTopicalNanovita One Llc2016-04-26Not applicableUs
Dusel Warm Arthritis Dead Sea Salt TherapyCream.25 mg/gTopicalNanovita One Llc2016-04-26Not applicableUs
Earths Care Arthritis CreamCream.1 g/100gTopicalDLC Laboratories, Inc.2013-09-25Not applicableUs
Emu Essentials Brand Pain RelievingCream.02125 g/85gTopicalConcept Laboratories2010-02-022017-02-16Us
Family Care Arthritis Pain ReliefCream.75 mg/gTopicalUnited Exchange Corporation2016-07-26Not applicableUs
Fast Arthritis Aid Pain RelievingGel.01425 g/57gTopicalConcept Laboratories2011-08-05Not applicableUs
FlexxSonic Pain ReliefGel.25 mg/gTopicalFlexxsonic Corporation2015-07-01Not applicableUs
Frankie Avalons Zero Pain Roll OnCream.25 mg/mLTopicalFrankie Avalon's Venus Ltd.2017-06-08Not applicableUs
FYZICAL SPORTS Pain ReliefCream.75 mg/mLTopicalS.p.o.r.t.s., Llc2017-01-04Not applicableUs
FYZICAL SPORTS Pain Relief 2 MILDCream.35 mg/mLTopicalPensivy Sports Products Llc2017-01-04Not applicableUs
Gellert Joint CareCream.17 g/100gTopicalGellert Health Solutions LLC2009-05-01Not applicableUs
Good Neighbor Pharmacy Arthritis Pain ReliefCream.1 g/100gTopicalAmerisource Bergen2008-11-03Not applicableUs
Good Neighbor Pharmacy CapsaicinCream.1 g/100gTopicalAmerisource Bergen2012-04-01Not applicableUs
Good Neighbor Pharmacy CapsaicinLiquid150 mg/100000mgTopicalAmerisource Bergen Drug Corportaion2011-10-28Not applicableUs
Guardania PainCream.25 mg/mLTopicalLhp Pharma, Inc2017-08-10Not applicableUs
Hot Pain ReliefPatch1.2 mg/1000mgTopicalMcure Health Solutions Inc.2017-06-27Not applicableUs
Hot Pain ReliefPatch1.2 mg/1000mgTopicalSuzhou Vastech Medical Technology Co., Ltd2017-06-28Not applicableUs
Hot Spot Point ReliefGel.5 mL/90mLTopicalFabrication Enterprises2010-08-24Not applicableUs
Hot Spot Point ReliefGel1.5 mL/240mLTopicalPuresource Inc.2010-08-24Not applicableUs
Hurt Blocker ProCream.025 ug/mLTopicalConcept Laboratories2017-05-08Not applicableUs
Hurt Blocker Pro Pain ReliefCream.25 mg/gTopicalConcept Laboratories2015-05-12Not applicableUs
Invisible PainCream.875 mg/3.5gTopicalConcept Laboratories2011-07-13Not applicableUs
Kool Heat Pain TherapyCream.0295 g/118mLTopicalConcept Laboratories2011-07-082017-03-03Us
Leader CapsaicinCream.1 g/100gTopicalCardinal Health2012-03-01Not applicableUs
LivRelief Pain ReliefCream.0375 g/50gTopicalLiv Corp Inc.2015-08-17Not applicableUs
Medicated HeatPatch.6 mg/1TopicalUnited Exchange Corporation2010-05-20Not applicableUs
Meijer CapsaicinCream.1 g/10gTopicalMeijer2012-11-30Not applicableUs
Miracle Plus Neck and Shoulder Pain ReliefGel.02825 g/113gTopicalConcept Laboratories2012-07-09Not applicableUs
Miracle Plus Overnight Pain RelievingGel.02825 g/113gTopicalConcept Laboratories2014-11-20Not applicableUs
Moisturizing Glucosamine BrandGel.02125 g/85gTopicalConcept Laboratories2010-06-16Not applicableUs
My Omega Heat TherapyCream.0265 g/106gTopicalConcept Laboratories2009-02-182017-03-02Us
Omega 3Cream2.5 mg/gTopicalConcept Laboratories2016-07-08Not applicableUs
Omega 3Cream.025 ug/mLTopicalConcept Laboratories2016-11-16Not applicableUs
Omega 3Cream2.5 mg/gTopicalConcept Laboratories2016-07-08Not applicableUs
Omega 3 Heat TherapyGel.02125 g/85gTopicalConcept Laboratories2013-07-112017-03-02Us
Outdoor HandsCream.0295 g/118mLTopicalConcept Laboratories2011-07-08Not applicableUs
Painazin CPSpray.00025 g/mLTopicalConcept Laboratories2011-01-27Not applicableUs
PainBloc24Solution2.5 mg/mLTopicalVizuri Health Sciences Llc2017-03-21Not applicableUs
Paraid Hot CapsicumPatch.025 mg/100mgTopicalMcure Health Solutions Inc.2015-10-052017-01-13Us
Pure Pain ReliefCream.02825 g/113gTopicalConcept Laboratories2013-01-09Not applicableUs
Pure ReliefCream2.5 mg/gTopicalConcept Laboratories2016-09-01Not applicableUs
Pure Relief Penetrating Pain ReliefGel.0295 g/118mLTopicalConcept Laboratories2013-12-06Not applicableUs
Red HotOintment.05 g/100gTopicalPerformance Health, Inc.2017-05-19Not applicableUs
Retadolor Pain ReliefCream.25 mg/gTopicalLacar Sales & Marketing Inc.2015-08-07Not applicableUs
RezilLotion.025 mL/100mLTopicalToqara, Inc.2011-11-01Not applicableUs
Rite Aid Capsicum HotPatch.6 mg/1TopicalRite Aid2012-11-30Not applicableUs
Rub A535 CapsaicinCream0.05 %TopicalVivier Medical Inc.1998-09-142000-10-09Canada
Rugby Arthritis Pain Relieving Topical AnalgesicCream.75 mg/gTopicalRugby2017-05-24Not applicableUs
Rugby Capsaicin External AnalgesicCream.025 g/100gTopicalProficient Rx LP2012-03-01Not applicableUs
Rugby Capsaicin External AnalgesicCream.025 g/100gTopicalRugby2012-03-01Not applicableUs
Rugby Capsaicin External AnalgesicCream.025 g/100gTopicalA S Medication Solutions2012-03-012017-06-20Us
Satogesic HotPatch.25 mg/1TopicalSato Pharmaceutical2006-11-22Not applicableUs
Screamin Hot ToastCream3 g/100gTopicalQ.A. Laboratories2012-06-19Not applicableUs
Sherman and Clark Pain RelievingGel.06275 g/251mLTopicalConcept Laboratories2011-12-06Not applicableUs
Super Arthritis Pain ReliefLiquid0.025 %TopicalHerbalife International Of America1999-11-012002-09-17Canada
Sure Relief SR ReliefCream.025 mg/.001gTopicalInternational Brand Management, Llc2016-03-10Not applicableUs
Sure Result SR ReliefCream.025 mg/.001gTopicalInternational Brand Management, Llc2016-03-10Not applicableUs
Synovium Pain Relieving GelGel156.25 ng/mLTopicalProfoot, Inc.2013-11-182017-02-16Us
Ultra Strength Pain ReliefLiquid.0015 g/mLTopicalUniversal Distribution Center LLC2017-08-31Not applicableUs
Walgreens Capsaicin HotPatch.6 mg/1TopicalWalgreen2013-06-30Not applicableUs
Weh-Weh Natural Pain relief oilOil.075 g/50gTopicalCa Botana International2016-01-31Not applicableUs
Wellness Products J-FLEXCream.07 g/100gTopicalWellness Products2012-04-12Not applicableUs
Wellness Products VictoRxCream.07 g/100gTopicalWellness Products2012-06-07Not applicableUs
WellPatch Capsaicin Pain ReliefPatch.25 mg/1TopicalThe Mentholatum Company2008-02-28Not applicableUs
WellPatch Capsaicin Pain ReliefPatch.25 mg/1TopicalMentholatum (China) Pharmaceuticals Co Ltd2008-02-28Not applicableUs
WellPatch Warming Pain ReliefPatch25 mg/1TopicalThe Mentholatum Company2016-12-05Not applicableUs
Zostrix Foot Pain ReliefCream.75 mg/gTopicalHealth Care Products2009-10-012016-03-31Us
Zostrix Foot Pain ReliefCream.25 mg/gTopicalHealth Care Products2012-09-04Not applicableUs
Zostrix High Potency Foot Pain ReliefCream.75 mg/gTopicalHealth Care Products2013-10-22Not applicableUs
Zostrix HpCream.75 mg/gTopicalHealth Care Products2006-01-09Not applicableUs
Zostrix Original StrengthCream.25 mg/gTopicalHealth Care Products2006-01-09Not applicableUs
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixtures
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
AdazinCreamTopicalSterling Knight Pharmaceuticals, Llc2014-12-03Not applicableUs
Aflexeryl-MCPatchTopicalEasy Distributors, Llc2015-01-142016-10-13Us
Alegenix Biofrequency ChipDiscTopicalSolubiomix2015-06-012030-01-01Us
AlivioPatchTopicalAble Wholesalers2014-12-302017-01-20Us
Alivio Medicated PainPatchTopicalAlivio Medical Products, Llc2015-01-21Not applicableUs
AllevessPatchTopicalApi Solutions, Inc.2015-12-01Not applicableUs
Ameri PatchPatchTopicalZhejiang Bangli Medical Products Co., Ltd2015-03-152016-10-13Us
AmeriPatchPatchTopicalMeds Direct Rx, Inc.2015-01-31Not applicableUs
AnodyneRxPatchTopicalGen Pak Solutions, Llc2015-04-012016-10-13Us
Apanol Linimento ObreroOintmentTopicalDelon Laboratories (1990) Ltd.2010-11-072016-10-13Us
Arth ArrestCreamTopicalKey 2 Health, Inc.2011-02-11Not applicableUs
Arth RX Topical AnalgesicLotionTopicalHcd Sales2011-02-12Not applicableUs
Arthricare for Women Ultra StrengthCreamTopicalDel Pharmaceuticals Inc.1997-10-212003-07-21Canada
Arthritis Extra Strength Roll-ON LotionLotionTopicalChurch & Dwight Company, Inc.2008-09-15Not applicableCanada
Arthur Itis CreamCreamTopicalNabtech Pharma Inc.1997-09-262005-09-20Canada
Assured Pain Relief Hot MentholPatchTopicalGreenbrier International, Inc.2014-10-17Not applicableUs
Assured Pain Relief Hot PatchPatchTopicalGreenbrier International, Inc.2013-03-31Not applicableUs
Atomic BalmOintmentTopicalPerformance Health, Inc.2017-05-19Not applicableUs
bB Medicated Pain Relieving OilOilPercutaneous; Topical; TransdermalBb Biochem Laboratories, Inc.2014-07-01Not applicableUs
BioachesPatchTopicalBio Santee Chem2015-01-10Not applicableUs
Blue Ice Pain RelievingGelTopicalGenuine Drugs2015-03-17Not applicableUs
Cajun Hot Ice Muscle and Joint Pain RubGelTopicalCajun Therapeutics, Llc2016-08-12Not applicableUs
CapmentPatchTopicalOriginal Patch Company Inc2015-03-24Not applicableUs
CapsidermPatchTopicalPronova Corporation2015-02-012017-03-04Us
Capsodan CreamCreamTopicalOdan Laboratories LtdNot applicableNot applicableCanada
CapxibKitOral; TopicalMas Management Group2015-06-03Not applicableUs
Capzasin Quick ReliefGelTopicalChattem, Inc.2008-12-01Not applicableUs
CMX Topical PainPatchTopicalUnik Pharmaceuticals, Inc.2016-09-15Not applicableUs
Coralite Pain ReliefPatchTopicalUnited Exchange Corporation2013-12-12Not applicableUs
Corisin Arthritis Pain ReliefGelTopicalPure Source, Llc2014-04-21Not applicableUs
Dendracin NeurodendraxcinLotionTopicalPhysicians Science & Nature Inc.2007-01-01Not applicableUs
DINGTAI PHARMATopical AnalgesicPatchTopicalZhejiang Dingtai Pharmaceutical Co.; Ltd2015-07-272017-02-11Us
Dolor-parche With Lidocaine-RXPatchTopicalTwo Hip Consulting, Llc2013-07-312016-10-13Us
Doloracin RxCreamTopicalTwo Hip Consulting, Llc2013-08-112016-10-13Us
Doloracin/l Rx With LidocaineCreamTopicalTwo Hip Consulting, Llc2013-07-312016-10-13Us
Dr. OH BALMCreamTopicalEcometics, Inc.2012-04-23Not applicableUs
Dr.'s CreamCreamTopicalArjohuntleigh1994-12-311997-11-12Canada
EaglePatchTopicalHenan Lingrui Pharmaceutical Co.; Ltd2016-08-01Not applicableUs
Exoten-CLotionTopicalMed Chem Manufacturing, Inc2012-05-08Not applicableUs
External AnalgesicPatchTopicalHmong 212016-08-25Not applicableUs
Extra Strength Pain RelieverCreamTopicalHPI Health Products Inc.2014-12-01Not applicableUs
Family Care Thera Flex PainPatchTopicalUnited Exchange Corporation2012-09-30Not applicableUs
FesiPatchTopicalApi Solutions, Inc.2014-10-13Not applicableUs
FlanaxLinimentTopicalBelmora LLC2016-10-27Not applicableUs
Flex-OLCreamTopicalCorporation EmuolNot applicableNot applicableCanada
FlexinPatchTopicalZhejiang Bangli Medical Products Co., Ltd2015-07-132016-10-13Us
FYZICAL SPORTS Pain Relief 1-COOLCreamTopicalS.p.o.r.t.s., Llc2017-01-03Not applicableUs
Genorthix Pain Relieving Roll OnSolutionTopicalGenorthix2015-11-11Not applicableUs
GlacierixPatchTopicalPharmaco Technology Llc2015-04-01Not applicableUs
Heet Liniment LiqLiquidTopicalWhitehall Robins Inc.1993-12-311997-08-07Canada
Hot Pain RelievingPatchTopicalKen Mable2016-11-11Not applicableUs
Kerasal NeuroCreamCreamTopicalMOBERG PHARMA NORTH AMERICA LLC2014-01-01Not applicableUs
LaBella Linimento ObreroCreamTopicalGolden Sun Inc Dba Newhall Laboratories2013-01-02Not applicableUs
LCDO. ORLANDO RIVERA ARTHRITIS Topical AnalgesicCreamTopicalPure Source, Llc2014-04-21Not applicableUs
Levatio PatchPatchTopicalZhejiang Bangli Medical Products Co., Ltd2015-03-012016-10-13Us
LexiCapsPatchTopicalAlexso, Inc.2015-03-012016-01-30Us
Lido-RX 4.1CreamTopicalCloverleaf Pharma Llc2016-01-252017-01-31Us
LidoProOintmentTopicalTerrain Pharmaceuticals2014-01-01Not applicableUs
MaC PatchPatchTopicalSolubiomix2015-04-242030-01-01Us
Medi-derm / L With LidocaineCreamTopicalTwo Hip Consulting, Llc2012-08-182016-04-05Us
Medi-derm / L With Lidocaine RxCreamTopicalTwo Hip Consulting, Llc2012-08-18Not applicableUs
Medi-derm RxCreamTopicalTwo Hip Consulting, Llc2012-08-18Not applicableUs
Medi-derm Topical Pain ReliefCreamTopicalTwo Hip Consulting, Llc2012-06-012016-10-13Us
Medi-patch With LidocainePatchTopicalTwo Hip Consulting, Llc2012-08-182016-04-05Us
Medi-patch With Lidocaine RxPatchTopicalTwo Hip Consulting, Llc2012-08-18Not applicableUs
Medi-sulting Topical Pain ReliefPatchTopicalProficient Rx LP2012-08-18Not applicableUs
MedroxPatchTopicalAidarex Pharmaceuticals LLC2012-06-13Not applicableUs
Medrox-RxOintmentTopicalN.O.R.T.H., Inc.2011-10-27Not applicableUs
MegrixDiscTopicalBasiem2015-04-222030-01-01Us
Megrix OTCDiscTopicalBasiem2015-07-222030-01-01Us
MenCapsPatchTopicalAlexso, Inc.2015-07-01Not applicableUs
MendexPatchTopicalPatchwerx Labs2014-11-10Not applicableUs
Menthacin - CreamCreamTopicalThe Mentholatum Company1995-12-312000-06-27Canada
Menthacin LotionLotionTopicalThe Mentholatum Company1998-02-262000-06-27Canada
Menthocin Patch with Lidocaine - StrongPatchTopicalBonita Pharmaceuticals LLC2015-03-042015-12-29Us
Menthol, CapsaicinPatchTopicalMas Management Group Inc.2016-09-01Not applicableUs
Muscular BalmOintmentTopicalBorden Company (Private) Limited2010-05-14Not applicableUs
New TerocinLotionTopicalLake Erie Medical Dba Quality Care Produts Llc2013-03-13Not applicableUs
Nopiate Topical Pain ReliefCreamTopicalEzra Laboratories, Llc2016-05-28Not applicableUs
NuDroxicinPatchTopicalNucare Pharmaceuticals, Inc.2017-08-16Not applicableUs
OvertimeLotionTopicalPhysicians Science & Nature Inc.2007-01-01Not applicableUs
Overtime-XLotionTopicalPhysicians Science & Nature Inc.2017-01-01Not applicableUs
Pain Relief Hot PatchPatchTopicalUniversal Distribution Center LLC2017-06-21Not applicableUs
Pain Relief PatchPatchTopicalBinger Consulting Corporation2014-12-012015-11-30Us
Pain RelievingLotionTopicalAhc Ventures Corp Dba Cry2016-01-01Not applicableUs
Pain Relieving Roll-OnLotionTopicalAhc Ventures Corp Dba Cry2016-01-01Not applicableUs
PainKoolersPatchTopicalPure Source, Llc2014-12-30Not applicableUs
PainKoolers Topical AnalgesicGelTopicalGa Health And Beauty (Foshan) Co., Ltd2015-11-21Not applicableUs
PainKoolers Topical Analgesic PatchPatchTopicalGa Health And Beauty (Foshan) Co., Ltd2015-09-21Not applicableUs
PainMD MaxCreamTopicalOmg Medical Group, Llc2014-07-22Not applicableUs
PallerixDiscTopicalBasiem2015-04-102030-01-01Us
Pallerix OTC BIOfrequency ChipDiscTopicalBasiem2015-04-102030-01-01Us
Parche Leon MilagrosoPatchTopicalPharmadel LLC2014-12-05Not applicableUs
Parche Leon Milagroso Dual ActionPatchTopicalPharmadel LLC2016-02-01Not applicableUs
Perform Atomic HeatCreamTopicalPerformance Health, Inc.2015-06-08Not applicableUs
Preferred Plus Arthritis CreamCreamTopicalKinray2001-04-23Not applicableUs
ReleeviaPatchTopicalPatchwerx Labs2014-11-17Not applicableUs
Releevia MCPatchTopicalPatchwerx Labs2014-11-17Not applicableUs
ReliadermCreamTopicalIcon Health Services, Llc2014-06-25Not applicableUs
RelieverPatchTopicalApi Solutions, Inc.2015-10-01Not applicableUs
Relyyt PatchPatchTopicalAlexso, Inc.2014-11-242016-01-07Us
RematexCreamTopicalHome Aide Diganostics, Inc.2015-07-10Not applicableUs
Remaxazon External PatchPatchTopicalHome Aide Diganostics, Inc.2015-03-09Not applicableUs
Reme DPatchTopicalGeritrex Llc2015-02-20Not applicableUs
RenovoPatchTopicalTmig, Inc.2014-09-25Not applicableUs
Renovo Lido5CreamTopicalTmig, Inc.2015-05-012015-12-29Us
Rock SauceLotionTopicalNingbo Pulisi Daily Chemical Products2016-08-11Not applicableUs
RotexCreamTopicalHome Aide Diganostics, Inc.2015-08-10Not applicableUs
Silvera Pain Relief PatchPatchTopicalHome Aide Diganostics, Inc.2014-11-18Not applicableUs
SimanixCreamTopicalHome Aide Diganostics, Inc.2015-07-08Not applicableUs
SmartRx Gaba-V KitKitMas Management Group Inc2009-03-16Not applicableUs
Soothanol X2Solution / dropsTopicalNew Market Health Products Llc2014-06-11Not applicableUs
Soothee PatchPatchTopicalZhejiang Bangli Medical Products Co., Ltd2014-03-162016-10-13Us
TerocinLotionTopicalLake Erie Medical &Surgical Supply Dba Quality Care Products Llc2010-10-01Not applicableUs
Therapatch WarmPatchTopicalLectec Corporation2000-05-152006-09-26Canada
Therapy PainGelTopicalHealth Specialty.Com2012-11-29Not applicableUs
Tianhe Gutong TiegaoPatchTransdermalGUILIN TIANHE PHARMACEUTICAL CO LTD2010-05-24Not applicableUs
Tianhe Gutong Tiegao (in Polyisobutylene Carrier)PatchTransdermalGUILIN TIANHE PHARMACEUTICAL CO LTD2010-05-24Not applicableUs
Tianhe Zhuifeng GaoPlasterTransdermalGUILIN TIANHE PHARMACEUTICAL CO LTD2010-05-27Not applicableUs
Topical Pain ReliefCreamTopicalUnit Dose Services2011-01-15Not applicableUs
Topical Pain Relief RxCreamTopicalTwo Hip Consulting, Llc2012-08-182016-04-05Us
Trans-DSolutionTopicalSmartdata Suzhou Co., Ltd.2015-03-192017-01-20Us
TransanosilLotionTopicalPhysicians Science & Nature Inc.2013-07-01Not applicableUs
Triple Action ArthritisCreamTopicalWong Charkken Bill2016-10-22Not applicableUs
True Pain Relief PlusLotionTopicalNature City, Llc2003-03-01Not applicableUs
Ultimate Topical Pain Relief PatchPatchTopicalFoshan Aqua Gel Biotech Co Ltd2016-05-01Not applicableUs
Ultra Therapy Pain ReliefLotionTopicalCal Pharma2012-11-29Not applicableUs
UltracinLotionTopicalCal Pharma2012-11-29Not applicableUs
Vantelin Hot Pain Relieving Gel PatchPatchTopicalKowa Health Care America, Inc.2017-03-09Not applicableUs
Vantelin Hot Pain Relieving Gel Patch LargePatchTopicalKowa Health Care America, Inc.2017-03-09Not applicableUs
VitaCinCreamTopicalPuresource Inc.2015-06-10Not applicableUs
Xoten-CLotionTopicalLiving Well Pharmacy, Inc.2011-08-01Not applicableUs
Xyphex Biofrequency ChipDiscTopicalSolubiomix2015-06-013030-01-01Us
Yunnan Baiyao Arthritis Pain ReliefPlasterTopicalYunnan Baiyao Group Co., Ltd.2015-06-18Not applicableUs
Ziks Arthritis Pain ReliefCreamTopicalNnodum Pharmaceuticals1999-11-10Not applicableUs
Zostrix Hot and Cold Therapy SystemKitHealth Care Products2012-08-08Not applicableUs
Zostrix Joint and Arthritis Pain ReliefCreamTopicalHealth Care Products2013-11-12Not applicableUs
Categories
UNIIS07O44R1ZM
CAS number404-86-4
WeightAverage: 305.4119
Monoisotopic: 305.199093735
Chemical FormulaC18H27NO3
InChI KeyYKPUWZUDDOIDPM-SOFGYWHQSA-N
InChI
InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
IUPAC Name
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
SMILES
COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1
Pharmacology
Indication

The capsaicin 8% patch is indicated in the treatment of neuropathic pain associated with post-herpetic neuralgia. There are multiple topical capsaicin formulations available, including creams and solutions, indicated for temporary analgesia in muscle and join pain as well as neuropathic pain.

Structured Indications
Pharmacodynamics

Capsaicin is a TRPV1 receptor agonist. TRPV1 is a trans-membrane receptor-ion channel complex activated by temperatures higher than 43 degrees Celsius, pH lower than 6, and endogenous lipids. When activated by a combination of these factors, the channel can transiently open and initiate depolarization due to the influx of calcium and sodium ions. Because TRPV1 is commonly expressed in A-delta and mostly C fibers, depolarization results in action potentials which send impulses to the brain and spinal cord. These impulses result in capsaicin effects of warming, tingling, itching, stinging, or burning. Capsaicin also causes more persistent activation of these receptors compared to the environmental agonists, resulting in a loss of response to many sensory stimuli, described as "defunctionalization". Capsaicin is associated with many enzymatic, cytoskeletal, and osmotic changes, as well as disruption of mitochondrial respiration, impairing nociceptor function for extended periods of time.

Mechanism of action

Capsaicin has been shown to reduce the amount of substance P associated with inflammation - however this is not believed to be its mechanism in pain relief. Capsaicin's mechanism of action is attributed to "defunctionalization" of nociceptor fibers by inducing a topical hypersensitivity reaction on the skin. This alteration in pain mechanisms is due to many of the following: temporary loss of membrane potential, inability to transport neurotrophic factors leading to altered phenotype, and reversible retraction of epidermal and dermal nerve fiber terminals.

TargetKindPharmacological actionActionsOrganismUniProt ID
Transient receptor potential cation channel subfamily V member 1Proteinyes
agonist
HumanQ8NER1 details
Prohibitin-2ProteinunknownNot AvailableHumanQ99623 details
Related Articles
Absorption

There is limited evidence that topical capsaicin is absorbed in any site other than the transdermal layers of the skin. It shows limited potential for absorption into tissues as it is a very lipophilic, non-water soluble compound and therefore will not diffuse into aqueous solutions.

Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions
DrugInteractionDrug group
ClotrimazoleThe metabolism of Capsaicin can be decreased when combined with Clotrimazole.Approved, Vet Approved
Cyproterone acetateThe serum concentration of Capsaicin can be decreased when it is combined with Cyproterone acetate.Approved, Investigational
DisulfiramThe metabolism of Capsaicin can be decreased when combined with Disulfiram.Approved
HyaluronidaseThe risk or severity of adverse effects can be increased when Hyaluronidase is combined with Capsaicin.Approved, Investigational
IsoniazidThe metabolism of Capsaicin can be decreased when combined with Isoniazid.Approved
NicotineThe metabolism of Capsaicin can be decreased when combined with Nicotine.Approved
Technetium Tc-99m tilmanoceptCapsaicin may decrease effectiveness of Technetium Tc-99m tilmanocept as a diagnostic agent.Approved
TiclopidineThe metabolism of Capsaicin can be decreased when combined with Ticlopidine.Approved
Food InteractionsNo interactions found.
References
Synthesis ReferenceNot Available
General References
  1. Anand P, Bley K: Topical capsaicin for pain management: therapeutic potential and mechanisms of action of the new high-concentration capsaicin 8% patch. Br J Anaesth. 2011 Oct;107(4):490-502. doi: 10.1093/bja/aer260. Epub 2011 Aug 17. [PubMed:21852280 ]
  2. Wallace M, Pappagallo M: Qutenza(R): a capsaicin 8% patch for the management of postherpetic neuralgia. Expert Rev Neurother. 2011 Jan;11(1):15-27. doi: 10.1586/ern.10.182. [PubMed:21158551 ]
  3. Simpson DM, Estanislao L, Brown SJ, Sampson J: An open-label pilot study of high-concentration capsaicin patch in painful HIV neuropathy. J Pain Symptom Manage. 2008 Mar;35(3):299-306. Epub 2007 Oct 23. [PubMed:17959343 ]
External Links
ATC CodesM02AB01 — CapsaicinN01BX04 — Capsaicin
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelDownload (532 KB)
MSDSNot Available
Clinical Trials
Clinical Trials
PhaseStatusPurposeConditionsCount
0CompletedBasic ScienceMigraine Disorders1
0RecruitingDiagnosticAmyotrophic Lateral Sclerosis (ALS)1
0RecruitingDiagnosticOculopharyngeal Muscular Dystrophy1
0RecruitingTreatmentAmyotrophic Lateral Sclerosis (ALS)1
1CompletedSupportive CarePain1
1CompletedTreatmentHealthy Volunteers1
1CompletedTreatmentHuman Volunteers1
1CompletedTreatmentMorton's neuralgia1
1CompletedTreatmentPain1
1, 2CompletedDiagnosticCoughing1
1, 2CompletedTreatmentCoughing / Parkinson's Disease (PD)1
1, 2CompletedTreatmentInterstitial Cystitis / Vulvar Diseases1
1, 2CompletedTreatmentPeripheral Nerve Injury (PNI) / Postherpetic Neuralgia1
1, 2CompletedTreatmentPruritus1
1, 2CompletedTreatmentStroke, Ischemic1
1, 2RecruitingBasic ScienceHealthy Volunteers1
1, 2RecruitingTreatmentHypertriglyceridemias1
2CompletedTreatmentArthroplasty, Replacement, Knee / Knee Injuries1
2CompletedTreatmentFacial Pain1
2CompletedTreatmentHealthy Volunteers / Tooth Extractions1
2CompletedTreatmentHerpes Zoster / Neurocostal neuralgia / Pain / Peripheral Nervous System Diseases1
2CompletedTreatmentIntrauterine Growth Restriction1
2CompletedTreatmentLateral Epicondylitis1
2CompletedTreatmentMania1
2CompletedTreatmentNeuroma1
2CompletedTreatmentPain / Postherpetic Neuralgia1
2CompletedTreatmentPain / Pulmonary Hypertension (PH)1
2CompletedTreatmentPostherpetic Neuralgia1
2CompletedTreatmentPostoperative pain2
2CompletedTreatmentPulmonary Arterial Hypertension (PAH) / Pulmonary Hypertension (PH)1
2Not Yet RecruitingTreatmentCyclical Vomiting1
2RecruitingTreatmentNonallergic Irritant Rhinitis1
2TerminatedBasic ScienceHealthy Volunteers1
2WithdrawnTreatmentMyofascial Pain Syndrome1
2WithdrawnTreatmentPain, Acute1
2, 3CompletedTreatmentDiabetic Polyneuropathy1
2, 3Not Yet RecruitingTreatmentDyslipidemias / Overweight or Obesity1
2, 3RecruitingTreatmentVestibulodynia1
2, 3Unknown StatusTreatmentPainful Diabetic Neuropathy1
2, 3WithdrawnTreatmentHIV-infection/AIDS / Immune Reconstitution Inflammatory Syndrome / Immune Reconstitution Syndrome / Tuberculosis1
3Active Not RecruitingTreatmentDry Eye Syndromes1
3CompletedPreventionCoronary Arteriosclerosis1
3CompletedTreatmentDiabetic Peripheral Neuropathy (DPN) / Pain1
3CompletedTreatmentHerpes Zoster / Neurocostal neuralgia / Pain / Peripheral Nervous System Diseases / Shingles2
3CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections / Pain / Peripheral Nervous System Diseases1
3CompletedTreatmentPainful Diabetic Peripheral Neuropathy (PDPN)1
3RecruitingSupportive CarePain1
3RecruitingTreatmentPain, Acute1
3TerminatedTreatmentPersistent Pain After Inguinal Herniotomy1
3TerminatedTreatmentStable Angina (SA)1
3Unknown StatusPreventionCoronary Arteriosclerosis1
4CompletedBasic ScienceHealthy Volunteers1
4CompletedDiagnosticAlopecia Areata (AA)1
4CompletedPreventionPain1
4CompletedSupportive CareOsteoarthritis of the Knees1
4CompletedTreatmentHealthy Controls / Idiopathic Rhinitis Patients1
4CompletedTreatmentNon-diabetic Painful Peripheral Polyneuropathy / Peripheral Nerve Injury (PNI) / Postherpetic Neuralgia ( PHN )1
4CompletedTreatmentOr Peripheral Nerve Injury (PNI) / Peripheral Neuropathic Pain (PNP) Due to Postherpetic Neuralgia (PHN)1
4CompletedTreatmentPostherpetic Neuralgia1
4CompletedTreatmentRhinitis1
4RecruitingTreatmentChronic Low Back Pain (CLBP)2
4RecruitingTreatmentNon-Allergic Rhinitis1
4RecruitingTreatmentSub-acute Back Pain1
4TerminatedTreatmentPsoriasis1
4Unknown StatusDiagnosticHealthy Volunteers1
4Unknown StatusTreatmentPain, Neuropathic / Renal Failure Chronic1
4WithdrawnTreatmentInduction of Uterine contractions / Labour Pain / Pregnancy Loss1
Not AvailableActive Not RecruitingNot AvailableThoracic Pain2
Not AvailableCompletedNot AvailableCoughing1
Not AvailableCompletedNot AvailableHealthy Volunteers / Hyperalgesia / Pain / Peripheral Nervous System Diseases1
Not AvailableCompletedNot AvailableMyofascial Pain Syndrome of the Upper Trapezius1
Not AvailableCompletedNot AvailablePeripheral Neuropathic Pain1
Not AvailableCompletedNot AvailablePost-operative Peripheral Neuropathic Pain1
Not AvailableCompletedNot AvailablePrimary Hyperalgesia1
Not AvailableCompletedTreatmentStings1
Not AvailableEnrolling by InvitationNot AvailableArthritis / Gout Acute / Headaches / Migraines / Muscle Spasms / Radicular syndrome / Synovitis / Tendonitis1
Not AvailableRecruitingNot AvailableArteriovenous Fistulae / Pain, Neuropathic1
Not AvailableRecruitingBasic ScienceDermatology/Skin - Other / Pain / Pain, Neuropathic / Pruritus1
Not AvailableRecruitingBasic SciencePain1
Not AvailableRecruitingPreventionMorbid Obesity D0097651
Not AvailableRecruitingTreatmentPain, Neuropathic / Spinal Cord Injuries (SCI)1
Not AvailableUnknown StatusNot AvailableLower Limb Amputation / Pain, Neuropathic1
Not AvailableUnknown StatusTreatmentChronic Neck Pain1
Not AvailableUnknown StatusTreatmentPain Relief1
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
PatchTopical.025 g/100g
PatchTopical4 g/100g
DiscTopical
GelTopical0.05 %
LiquidTopical0.025 %
GelTopical.06375 g/255g
GelTopical.02825 g/113g
LiquidTopical.15 g/100mL
CreamTopical.25 mg/mL
PlasterTopical70 mg/1
OilPercutaneous; Topical; Transdermal
CreamTopical.05925 g/237mL
LotionTopical0.025 %
CreamTopical1 mg/g
CreamTopical0.075 %
CreamTopical0.025 %
LiquidTopical1.5 mg/mL
PatchTopical.702 mg/1
CreamTopical0.05 %
KitOral; Topical
CreamTopical.001 g/g
LiquidTopical.0015 g/mL
CreamTopical.00035 g/g
GelTopical
CreamTopical.025 %
CreamTopical.35 mg/g
OintmentTopical.25 g/100mL
PatchTopical249 mg/1
LiquidTopical.025 g/100g
CreamOral75 mg/g
PatchTopical.025 g/g
LotionTopical
CreamTopical.27 mg/g
CreamTopical.1 g/100g
CreamTopical.02125 g/85g
GelTopical.01425 g/57g
LinimentTopical
GelTopical.25 mg/g
CreamTopical.75 mg/mL
CreamTopical.35 mg/mL
CreamTopical.17 g/100g
LiquidTopical150 mg/100000mg
LiquidTopical
PatchTopical1.2 mg/1000mg
GelTopical.5 mL/90mL
GelTopical1.5 mL/240mL
CreamTopical.875 mg/3.5g
CreamTopical.0295 g/118mL
CreamTopical.0375 g/50g
OintmentTopical
PatchTopical
CreamTopical.1 g/10g
GelTopical.02125 g/85g
CreamTopical.0265 g/106g
CreamTopical.025 ug/mL
CreamTopical2.5 mg/g
SprayTopical.00025 g/mL
SolutionTopical2.5 mg/mL
PatchTopical.025 mg/100mg
CreamTopical.02825 g/113g
GelTopical.0295 g/118mL
Kit
PatchCutaneous179 mg
OintmentTopical.05 g/100g
LotionTopical.025 mL/100mL
CreamTopical.025 g/100g
CreamTopical3 g/100g
GelTopical.06275 g/251mL
Solution / dropsTopical
CreamTopical.025 mg/.001g
GelTopical156.25 ng/mL
PatchTransdermal
PlasterTransdermal
CreamTopical
SolutionTopical
PatchTopical.6 mg/1
OilTopical.075 g/50g
CreamTopical.07 g/100g
PatchTopical.25 mg/1
PatchTopical25 mg/1
PlasterTopical
CreamTopical.25 mg/g
CreamTopical.75 mg/g
Kit
PricesNot Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US6239180 No1996-11-062016-11-06Us
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00841 mg/mLALOGPS
logP3.8ALOGPS
logP3.75ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-0.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity90.32 m3·mol-1ChemAxon
Polarizability36.32 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET featuresNot Available
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-014i-0901000000-adba1bb6f254087febe8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITTOF , negativesplash10-014i-0900000000-5be0e66854b20d7a5a03View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-014i-0900000000-4337ff26dcbd2a77725eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-014i-0900000000-c94a246143850aa73e44View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-014r-0950000000-3d145ef428e054b3e535View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-014r-0950000000-c3ca097a6480ab798ff3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-4e8f98d1f848f30117d7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0900000000-58fab2fdd15893ea71e7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0900000000-296a0cb1555da4f1ccd7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-03di-0209000000-a91e6403d5a0c0b67c2eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-03di-0209000000-dd0879d3f4f3a8b022c3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0149000000-d6a9f6e70ae7cd7aec38View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0149000000-6fcf63c3bf44a4efc5bdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-06sl-0075690000-b562b766019cc7cbd98fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-01x3-0094560000-f354077f4cd51e45b945View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-004i-0002900000-ce1ea9819252343543cdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-004i-0002911000-6c37470f794c89a66410View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0900000000-00619747b8012ce6aa64View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0900000000-3ca73f5212a7643b45d2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassPhenols
Direct ParentMethoxyphenols
Alternative ParentsPhenoxy compounds / Methoxybenzenes / Anisoles / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / N-acyl amines / Secondary carboxylic acid amides / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
SubstituentsMethoxyphenol / Phenoxy compound / Anisole / Methoxybenzene / Phenol ether / Alkyl aryl ether / 1-hydroxy-2-unsubstituted benzenoid / Monocyclic benzene moiety / Fatty acyl / Fatty amide
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptorscapsaicinoid (CHEBI:3374 ) / Capsaicinoids and derivatives (C06866 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
agonist
General Function:
Transmembrane signaling receptor activity
Specific Function:
Ligand-activated non-selective calcium permeant cation channel involved in detection of noxious chemical and thermal stimuli. Seems to mediate proton influx and may be involved in intracellular acidosis in nociceptive neurons. Involved in mediation of inflammatory pain and hyperalgesia. Sensitized by a phosphatidylinositol second messenger system activated by receptor tyrosine kinases, which in...
Gene Name:
TRPV1
Uniprot ID:
Q8NER1
Uniprot Name:
Transient receptor potential cation channel subfamily V member 1
Molecular Weight:
94955.33 Da
References
  1. Wallace M, Pappagallo M: Qutenza(R): a capsaicin 8% patch for the management of postherpetic neuralgia. Expert Rev Neurother. 2011 Jan;11(1):15-27. doi: 10.1586/ern.10.182. [PubMed:21158551 ]
  2. Anand P, Bley K: Topical capsaicin for pain management: therapeutic potential and mechanisms of action of the new high-concentration capsaicin 8% patch. Br J Anaesth. 2011 Oct;107(4):490-502. doi: 10.1093/bja/aer260. Epub 2011 Aug 17. [PubMed:21852280 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Acts as a mediator of transcriptional repression by nuclear hormone receptors via recruitment of histone deacetylases (By similarity). Functions as an estrogen receptor (ER)-selective coregulator that potentiates the inhibitory activities of antiestrogens and represses the activity of estrogens. Competes with NCOA1 for modulation of ER transcriptional activity. Probably involved in regulating mitochondrial respiration activity and in aging.
Specific Function:
Amide binding
Gene Name:
PHB2
Uniprot ID:
Q99623
Uniprot Name:
Prohibitin-2
Molecular Weight:
33296.06 Da
References
  1. Kuramori C, Azuma M, Kume K, Kaneko Y, Inoue A, Yamaguchi Y, Kabe Y, Hosoya T, Kizaki M, Suematsu M, Handa H: Capsaicin binds to prohibitin 2 and displaces it from the mitochondria to the nucleus. Biochem Biophys Res Commun. 2009 Feb 6;379(2):519-25. doi: 10.1016/j.bbrc.2008.12.103. Epub 2008 Dec 29. [PubMed:19116139 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Vitamin d3 25-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:
CYP3A4
Uniprot ID:
P08684
Uniprot Name:
Cytochrome P450 3A4
Molecular Weight:
57342.67 Da
References
  1. Takanohashi T, Isaka M, Ubukata K, Mihara R, Bernard BK: Studies of the toxicological potential of capsinoids, XIII: inhibitory effects of capsaicin and capsinoids on cytochrome P450 3A4 in human liver microsomes. Int J Toxicol. 2010 Mar;29(2 Suppl):22S-6S. doi: 10.1177/1091581809360282. [PubMed:20388821 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Prostaglandin-endoperoxide synthase activity
Specific Function:
Converts arachidonate to prostaglandin H2 (PGH2), a committed step in prostanoid synthesis. Constitutively expressed in some tissues in physiological conditions, such as the endothelium, kidney and brain, and in pathological conditions, such as in cancer. PTGS2 is responsible for production of inflammatory prostaglandins. Up-regulation of PTGS2 is also associated with increased cell adhesion, p...
Gene Name:
PTGS2
Uniprot ID:
P35354
Uniprot Name:
Prostaglandin G/H synthase 2
Molecular Weight:
68995.625 Da
References
  1. Park JS, Choi MA, Kim BS, Han IS, Kurata T, Yu R: Capsaicin protects against ethanol-induced oxidative injury in the gastric mucosa of rats. Life Sci. 2000 Nov 10;67(25):3087-93. [PubMed:11125845 ]
  2. Hwang JT, Lee YK, Shin JI, Park OJ: Anti-inflammatory and anticarcinogenic effect of genistein alone or in combination with capsaicin in TPA-treated rat mammary glands or mammary cancer cell line. Ann N Y Acad Sci. 2009 Aug;1171:415-20. doi: 10.1111/j.1749-6632.2009.04696.x. [PubMed:19723084 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Peroxidase activity
Specific Function:
Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:
MPO
Uniprot ID:
P05164
Uniprot Name:
Myeloperoxidase
Molecular Weight:
83867.71 Da
References
  1. Ikeura T, Kataoka Y, Wakabayashi T, Mori T, Takamori Y, Takamido S, Okazaki K, Yamada H: Effects of sensory denervation by neonatal capsaicin administration on experimental pancreatitis induced by dibutyltin dichloride. Med Mol Morphol. 2007 Sep;40(3):141-9. Epub 2007 Sep 18. [PubMed:17874046 ]
  2. Park JS, Choi MA, Kim BS, Han IS, Kurata T, Yu R: Capsaicin protects against ethanol-induced oxidative injury in the gastric mucosa of rats. Life Sci. 2000 Nov 10;67(25):3087-93. [PubMed:11125845 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N...
Gene Name:
CYP1A2
Uniprot ID:
P05177
Uniprot Name:
Cytochrome P450 1A2
Molecular Weight:
58293.76 Da
References
  1. Babbar S, Chanda S, Bley K: Inhibition and induction of human cytochrome P450 enzymes in vitro by capsaicin. Xenobiotica. 2010 Dec;40(12):807-16. doi: 10.3109/00498254.2010.520044. Epub 2010 Sep 23. [PubMed:20863199 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Steroid hydroxylase activity
Specific Function:
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:
CYP2E1
Uniprot ID:
P05181
Uniprot Name:
Cytochrome P450 2E1
Molecular Weight:
56848.42 Da
References
  1. Surh YJ, Lee SS: Capsaicin, a double-edged sword: toxicity, metabolism, and chemopreventive potential. Life Sci. 1995;56(22):1845-55. [PubMed:7746093 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Serotonin binding
Specific Function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:
MAOA
Uniprot ID:
P21397
Uniprot Name:
Amine oxidase [flavin-containing] A
Molecular Weight:
59681.27 Da
References
  1. Dina OA, Khasar SG, Alessandri-Haber N, Bogen O, Chen X, Green PG, Reichling DB, Messing RO, Levine JD: Neurotoxic catecholamine metabolite in nociceptors contributes to painful peripheral neuropathy. Eur J Neurosci. 2008 Sep;28(6):1180-90. doi: 10.1111/j.1460-9568.2008.06425.x. Epub 2008 Sep 9. [PubMed:18783367 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
L-ascorbic acid binding
Specific Function:
Conversion of dopamine to noradrenaline.
Gene Name:
DBH
Uniprot ID:
P09172
Uniprot Name:
Dopamine beta-hydroxylase
Molecular Weight:
69064.45 Da
References
  1. Dina OA, Khasar SG, Alessandri-Haber N, Bogen O, Chen X, Green PG, Reichling DB, Messing RO, Levine JD: Neurotoxic catecholamine metabolite in nociceptors contributes to painful peripheral neuropathy. Eur J Neurosci. 2008 Sep;28(6):1180-90. doi: 10.1111/j.1460-9568.2008.06425.x. Epub 2008 Sep 9. [PubMed:18783367 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Manganese ion binding
Specific Function:
This enzyme has 2 functions: it catalyzes the production of glutamine and 4-aminobutanoate (gamma-aminobutyric acid, GABA), the latter in a pyridoxal phosphate-independent manner (By similarity). Essential for proliferation of fetal skin fibroblasts.
Gene Name:
GLUL
Uniprot ID:
P15104
Uniprot Name:
Glutamine synthetase
Molecular Weight:
42064.15 Da
References
  1. Okere CO, Waterhouse BD: Capsaicin increases GFAP and glutamine synthetase immunoreactivity in rat arcuate nucleus and median eminence. Neuroreport. 2004 Feb 9;15(2):255-8. [PubMed:15076747 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Identical protein binding
Specific Function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Uniprot Name:
Cholinesterase
Molecular Weight:
68417.575 Da
References
  1. Orhan I, Naz Q, Kartal M, Tosun F, Sener B, Choudhary MI: In vitro anticholinesterase activity of various alkaloids. Z Naturforsch C. 2007 Sep-Oct;62(9-10):684-8. [PubMed:18069241 ]
Drug created on September 14, 2010 10:21 / Updated on September 01, 2017 11:30