4DY

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

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

Find Related PDB Entry
7 entries where 4DY is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

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

Toggle Hydrogen Toggle Labels

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 data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

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
View More

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