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

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