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