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