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