4DY

(6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide

Created:	2015-04-30
Last modified:	2020-05-26

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7 entries where 4DY is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	0
Bond Count	49
Aromatic Bond Count	6

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Chemical Component Summary
Name	(6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
Synonyms	Capsaicin; 8-Methyl-N-vanillyl-trans-6-nonenamide; NGX-4010
Systematic Name (OpenEye OEToolkits)	(E)-N-[(3-methoxy-4-oxidanyl-phenyl)methyl]-8-methyl-non-6-enamide
Formula	C₁₈ H₂₇ N O₃
Molecular Weight	305.412
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	c1(CNC(CCCC[C@H]=CC(C)C)=O)cc(OC)c(cc1)O
SMILES	CACTVS	3.385	COc1cc(CNC(=O)CCCCC=CC(C)C)ccc1O
SMILES	OpenEye OEToolkits	1.7.6	CC(C)C=CCCCCC(=O)NCc1ccc(c(c1)OC)O
Canonical SMILES	CACTVS	3.385	COc1cc(CNC(=O)CCCC/C=C/C(C)C)ccc1O
Canonical SMILES	OpenEye OEToolkits	1.7.6	CC(C)/C=C/CCCCC(=O)NCc1ccc(c(c1)OC)O
InChI	InChI	1.03	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+
InChIKey	InChI	1.03	YKPUWZUDDOIDPM-SOFGYWHQSA-N

Drug Info: DrugBank

DrugBank ID	DB06774
Name	Capsaicin
Groups	approved
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.
Synonyms	Isodecenoic acid vanillylamide Capsaicina (E)-8-Methyl-N-vanillyl-6-nonenamide Capsaicin trans-8-Methyl-N-vanillyl-6-nonenamide
Brand Names	Silvera Pain Relief Patch Medrox Alivio Diclosiacin Zostrix Hp DCH Arthritis Pain Relief Roll-On Chill Pain Away Rub A535 Capsaicin Capsicum Patch Ultra Therapy Pain Relief Medi-derm / L With Lidocaine Rematex Blue Ice Pain Relieving Omega 3 Heat Therapy SprayPain Away Pain Relieving Gel-Patch Ageranium Patch InstaSoothe Pain Relief Theragen HP Coralite Topical Analgesic Capsaicin Heat BLUE SPRING Foot and Leg Comfort Cream with Pain Relief Mega Patch Moisturizing Glucosamine Brand Paraid Hot Capsicum NaproxenPax Miracle Plus Neck and Shoulder Pain Relief Remaxazon External Patch Ultracin Capsaicin Topical Analgesic Neurodexx Zostrix Diabetic Joint and Arthritis Pain Relief Dendracin Neurodendraxcin Fast Arthritis Aid Pain Relieving Bio-Sorb Reliaderm Qutenza Medrox-Rx Rock Sauce Kerasal NeuroCream Pain Relief Ameri Patch Dr Demand Relief Pain Relief Capsaicin 0.075 Percent MINTED LEAF Heat Therapy Relief Roll On Flanax Liniment Capxib Nufabrx Lower Leg Sleeve XL/XXL Satogesic Hot Reme D K2c AnodyneRx DFS 75mg DR/MS 25%/MENTH 6%/CAP 0.025% PAK DINGTAI PHARMATopical Analgesic Good Neighbor Pharmacy Arthritis Pain Relief NuDroxiPAK DSDR-50 MediRelief Hot Eagle My Omega Heat Therapy Capsaicin External Analgesic Douleurin Topical Pain Relief Lidopro Medi-patch With Lidocaine Rx Capzasin-P Creme - 0.025% Flanax Menthacin Lotion PainKoolers Topical Analgesic Patch Nufabrx Wrist Sleeve Yunnan Baiyao Arthritis Pain Relief Sinelee Melt Pain Away Coralite Pain Relief Rite Aid Capsicum Hot Capzasin HP Arthritis Pain Relief Doloracin/l Rx With Lidocaine Topical Pain Relief Outdoor Hands IRxAmigra Hempvana Ultra Strength Pain Relief Cream - Deep Heat beeRX Muscle and Joint Pain Relief Capsaicin Cream Arthritazin Pain Relieving EZ Capsaicin Mild Cream Renovo Pain Relief Patch Kool Heat Pain Therapy Atomic Balm Diclopak Toplast Cool and Hot Menthol 4percent plus Capsaicin 0.025percent Mac Assured Pain Relief Hot Patch FlexxSonic Pain Relief Terphouse Anodynz Biofrequency Chip Neuvaxin Patch Capsaicin Heat Patches Back and Large Areas Capsaicin HP Arthritis Pain Relief HURT BLOCKER PRO Pain Relief MedWorx Kapsin External Analgesic Family Care Thera Flex Pain AmeriPatch SumaChip CMX Topical Pain Zostrix Hot and Cold Therapy System ZENSEZONE Arthmed Temporary Pain Relief Cream Dr. OH BALM Astrapharm Chilli Brand External Medicated Arthritazin Pain Relieving Trans-D Alivio Medicated Pain NuDroxiPAK N-500 Meijer Capsaicin Capsaicin Pain Relief Solaice CyclobenzaprinePax Aspercreme Warming No Mess Triple Action Arthritis Capsodan Cream Penetrex(r) Arthritis Pain Relief Capsaicin No-Fuss Applicator Aspercreme Warming Patch Parche Leon Milagroso Nufabrx Diabetic Sock Assured Pain Relief Hot Menthol Pain Relief Cream Extra Strength bB Medicated Pain Relieving Oil Frankie Avalons ZERO PAIN Original Formula Roll-On Maximum Strength PAIN RELIEVER Medi-derm Topical Pain Relief Offense Player Arthritis Pain DicloHeal-60 Pure Relief Penetrating Pain Relief Mendex Glacierix Capsaicin Cream 0.025% LBri Super Aloe Stop The Pain Raging Kakapo Pain Relieve Arthritis Pain Relief VANTELIN HOT PAIN RELIEVING Gel Patch Hurt Blocker Pro PureKana Rocksauce Fire MenCaps Bioaches Awaye Therapy Pain Medicated Heat CVS Roll-On Menthocin Patch with Lidocaine Minted Leaf Heat Therapy Relief Roll-On Littles All Natural Arthritic Pain Relief New Terocin Aspercreme Warming Pain Away Zostrix High Potency Foot Pain Relief Releevia Doloracin Rx Arthur Itis Cream Coralite Medicated Heat Medi-sulting Topical Pain Relief Xoten-C Medi-derm / L With Lidocaine Rx NuDroxicin Mentholatum Ironman Aleveer Patch Zostrix Original Strength Joint Maintenance Compliance Kit Capzasin P Arthritis Pain Relief Sure Result SR Relief Hot Pain Relief Australian Dream Power 4 Muscle and Joint Pain Relief Cream LCDO. ORLANDO RIVERA ARTHRITIS Topical Analgesic Adazin Cajun Hot Ice Muscle and Joint Pain Rub Rugby Capsaicin Cream Nufabrx Calf Sleeve Earths Care Arthritis Med O-3 Bio- Arthricare for Women Quick Drying Nuvira Patch Soothanol X2 Screamin Hot Toast Rocksauce Ice Xyphex Biofrequency Chip Zostrix Joint and Arthritis Pain Relief DICLAREAL TOPICAL kit Castiva Warming CVS Capsaicin Nufabrx Medicine Infused Socks Diclosaicin AVON HeXashield Arthritis Pain Relief Cream Capsaisin Pain Relief Roll On NuDroxiPAK I-800 Kapsin CMC Pain Relieving Nexalgia Pain Relieving Roll-On RETADOLOR Pain Relief Allevess Nufabrx Lower Leg Sleeve Therapatch Warm Born Again Super Pain Relieving Lotion Ziclocin FYZICAL SPORTS Pain Relief 2 MILD Anodynz Ultra Strength Pain Relief Dfs 1.5%/ms 25%/menth 6%/cap 0.025% Pak Capsaicin Hot Patches LONOL Forte Gel Good Neighbor Capsaicin Heat Patch for Back External Analgesic Satohap Cool and Hot Pads Capzix Rezil NuDroxiPAK E-400 Capment Capsaicin Heat Patches Pain Relief Coralite Pain Relief Hot Walgreens Arthritis Pain Relief Capsaicin Analgesic PainKoolers Topical Analgesic Sherman and Clark Pain Relieving Weh-Weh Natural Pain relief oil Nufabrx Compression Sock PainBloc24 Hot Pain Relieving Limencin Leader Capsaicin Solstice Capsaicin Patch Hot Kessler Family Wellness FlexePax Miracle Plus Overnight Pain Relieving BRONSON SOOTHE Pain Relief Overtime-HMP Arth Arrest Capsaicin Forte Cream Hong Hoa Pain Relieving Rugby Arthritis Pain Relieving Topical Analgesic Flanax Liniment Unit Dose Display Menthocin Patch with Lidocaine - Strong Alegenix Biofrequency Chip Family Care Arthritis Pain Relief LidoPro Medi-derm Rx Nufabrx Medicine Infused Ankle Sleeve Rugby Capsaicin External Analgesic LaboFlex Cool and Hot Menthol 1.25 percent Capsaicin 0.025 percent Fatazen Sweat Enhance Hot Toplast Cool and Hot Menthol 1.25percent plus Capsaicin 0.025percent CareALL Arthritis and Muscle Emu Essentials Brand Pain Relieving Better Nature Pain Relief Cream Fesi Terocin Diclovix CM Capzasin No Mess Applicator Pain Relief Hot Patch Apanol Linimento Obrero BioMega Neuritrx FYZICAL SPORTS Pain Relief 1-COOL BIO-MEGA Heat Therapy Trubrexa Wellness Products J-FLEX Aflexeryl-MC Arthritic Pain Relief Campo pharma Muscle hot Dr.'s Cream MINTED LEAF Heat Therapy Roll-On with Capsaicin and CBD Frankie Avalons Zero Pain Roll On Transderm-iQ Arthritis Pain Reliever Nufabrx Ankle Sleeve IRxMyoRub 1st Medxpatch With Lidocaine 4% 1st Medxpatch With Lidocaine 4%-rx Gellert Joint Care CapsFenac Pak Transderm-IQ Astronic AthletesGel Pain Relieving Sure Result DSS Premium Pak Oprava Nufabrx Lower Leg Sleeve M/L Arthricare for Women Extra Moisturizing Arthricare for Women Multi-action VitaCin Guardania Pain A2a Arthritis Zostrix Foot Pain Relief Nuvira Parche Leon Pure Pain Relief Power Pain Relief Stick Corisin Arthritis Pain Relief Capsiderm Complete hemp PainMD Max Menthozen Cream Qroxin Patch LaBella Linimento Obrero MaC Patch Releevia MC NuDroxiPAK M-15 Fors Pain Relief Exoten-C KASEHA Pain Relieving Gel Nufabrx Back Wrap Iclofenac CP EMU THERAPY Red Hot Pepper Pain Relief Cream Sinsinpas Hot Preferred Plus Arthritis Cream Soothe Medicated Pain Relief Hot Dr Iyers MyoRub Medi-patch With Lidocaine Levatio Patch Sinsinpas Hot Large Nopiate Topical Pain Relief Kentwool SensationWool with Nufabrx Neuriterx 0.05% CVS Capsaicin arthritis pain relief Cannavera Pain Relief N-LABS SOLAR MAX Topical Analgesic Nufabrx Grey Polka Dot Sock Good Neighbor Pharmacy Capsaicin Arthmed Topical Analgesic Nufabrx Hand/Wrist Sleeve Capsaicin 0.1 Percent RockSauce FIERY HOT PAIN RELIEF NuDiclo TabPak Revlex Arthritis Pain Relief Benejoint Arth RX Topical Analgesic WellPatch Warming Pain Relief PainBloc Capsimide Theragen Simanix Equi-block Dt Formula Hot spot point relief Walgreens Capsaicin Hot Kapzin DC Inavix Cvs Capsaicin CVS Medicated Heat 1 ct Ultimate Topical Pain Relief Patch Migryl Biofrequency Chip Capsaicin Heat Overtime Pallerix Extra Strength Pain Reliever Moor Balm - Crm Capsaicin Parche Leon Milagroso Dual Action Nufabrx Lower Leg Sleeve XS/S Flexin Topical Pain Relief Rx Soothee Patch Coralite Muscle and Joint Pain Relief Tianhe Gutong Tiegao Dusel Warm Arthritis Dead Sea Salt Therapy Tianhe Zhuifeng Gao Menthacin - Cream Painazin CP Pure Relief Perform Atomic Heat Relyyt Nufabrx Foot/Ankle Sleeve LABOFLEX Cool and Hot Menthol 1.25 percent Capsaicin 0.025 percent CareOne Arthritis Pain Relief Transanosil True Pain Relief Plus PainKoolers Lido-RX 4.1 Equate Capsaicin Pain Relieving NuDroxicin pain relief Roll-On Flexipak Dolor-parche With Lidocaine-RX Kanjo Natural Pain relief oil NuDroxiPAK DSDR-75 Better Nature Pain Relief BalmX LivRelief Pain Relief Wasabi Rub Dyninex Nufabrx Knee Sleeve Menthozen Hydrogel Patch Pennsaicin Rotex Overtime-hmp Flex-OL Antiphlogistine Rub A-535 Capsaicin Gel Red Hot Omega 3 Zang Hong Hua Pain Relieving Ziks Arthritis Pain Relief Nufabrx Neck Wrap Renovo Lido5 Zostrix Foot Pain Relief Maximum Strength NaproPax Antiphlogistine Rub A-535 Capsaicin Liquid Menthozen CANNABIN PLUS Warming Pain Relief Neuriterx Diclofex DC VANTELIN HOT PAIN RELIEVING Gel Patch Large Dr. Harveys Herbal Motion Pain Formula Megrix Synovium Pain Relieving Gel BioMega Heat Pain Therapy SmartRx Gaba-V Kit Migryl NuDroxiPAK Heet Liniment Liq Captracin Tianhe Gutong Tiegao (in Polyisobutylene Carrier) Leader Capsaicin Pain Relief Cream LexiCaps Pallerix OTC BIOfrequency Chip Megrix OTC Overtime-X Genorthix Pain Relieving Roll On Menthol 4.5% Capsaicin 0.0225% Reliever NobleAid CapsAid Nufabrx Ankle Sock Arthritis Extra Strength Roll-ON Lotion Hot Spot Point Relief Red hot Capsinac Muscular Balm Wellness Products VictoRx Toplast Hot Capsaicin 0.025percent CopperFixx Capzasin Quick Relief FYZICAL SPORTS Pain Relief NuDiclo SoluPak QC Arthritis Pain Relief FourPainRX Sure Relief SR Relief Medicated Compression Sock Offense Player Sports Nufabrx Arm Sleeve Astrapharm Chilli Brand Compression Sock Menthol, Capsaicin 2-Count HEAT PATCHES Capsaicin Regular Cream Menthozen Hydrogel Capsaicin Arthritis Pain Relief Cream Jupiter Pain Patch Ziclopro WellPatch Capsaicin Pain Relief Toplast Cool and Hot Menthol 5percent plus Capsaicin 0.025percent Invisible Pain
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.
Categories	Alkaloids Alkenes Amides Analgesics Anesthetics Anesthetics, Local Antipruritics Basic Lotions and Liniments Benzene Derivatives Capsaicin and Similar Agents Cholinesterase Inhibitors Cytochrome P-450 CYP1A2 Inducers Cytochrome P-450 CYP1A2 Inducers (strength unknown) Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2E1 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dermatologicals Lipids Monoamine Oxidase A Inhibitors for interaction with Monoamine Oxidase A substrates Peripheral Nervous System Agents Phenols Polyunsaturated Alkamides Sensory System Agents Solanaceous Alkaloids Topical Products for Joint and Muscular Pain TRPV1 Channel Agonists
ATC-Code	M02AB01 N01BX04
CAS number	404-86-4

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Transient receptor potential cation channel subfamily V member 1	MKKWSSTDLGAAADPLQKDTCPDPLDGDPNSRPPPAKPQLSTAKSRTRLF...	unknown	agonist,regulator
Prohibitin-2	MAQNLKDLAGRLPAGPRGMGTALKLLLGAGAVAYGVRESVFTVEGGHRAI...	unknown
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inhibitor
Myeloperoxidase	MGVPFFSSLRCMVDLGPCWAGGLTAEMKLLLALAGLLAILATPQPSEGAA...	unknown	inhibitor
Cytochrome P450 1A2	MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...	unknown	substrate,inducer
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	substrate
Amine oxidase [flavin-containing] A	MENQEKASIAGHMFDVVVIGGGISGLSAAKLLTEYGVSVLVLEARDRVGG...	unknown	inhibitor
Dopamine beta-hydroxylase	MPALSRWASLPGPSMREAAFMYSTAVAIFLVILVAALQGSAPRESPLPYH...	unknown	inhibitor
Glutamine synthetase	MTTSASSHLNKGIKQVYMSLPQGEKVQAMYIWIDGTGEGLRCKTRTLDSE...	unknown	inducer
Cholinesterase	MHSKVTIICIRFLFWFLLLCMLIGKSHTEDDIIIATKNGKVRGMNLTVFG...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682