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