Molecular Details

DICL_CP_0329331 - (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0329331

PubChem CID

1548943

Molecular Formula

C₁₈H₂₇NO₃

Molecular Weight

305.418 g/mol

Synonyms/Alias

[Capsaicin; 404-86-4; (E)-Capsaicin; Zostrix; CAPSAICINE; Qutenza; Styptysat; Axsain; trans-Capsaicin; Isodecenoic acid vanillylamide; Ausanil; E-CAPSAICIN; Mioton; NGX-4010; trans-8-Methyl-N-vanillyl...[Capsaicin; 404-86-4; (E)-Capsaicin; Zostrix; CAPSAICINE; Qutenza; Styptysat; Axsain; trans-Capsaicin; Isodecenoic acid vanillylamide; Ausanil; E-CAPSAICIN; Mioton; NGX-4010; trans-8-Methyl-N-vanillyl-6-namide; FEMA No. 3404; Dolenon; Ovocap; (E)-8-Methyl-N-vanillyl-6-namide; Capzasin-hp; Caswell No. 158; Togarashi orenji; ALGRX 4975; C18H27NO3; Ratden pe 40; NCI-C56564; NSC 56353; Capsaicinoid; CCRIS 1588; CHEBI:3374; HSDB 954; Transacin; (e)-n-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide; Zostrix HP; NGX-1998; EINECS 206-969-8; UNII-S07O44R1ZM; MFCD00017259; NSC-56353; (6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide; EPA Pesticide Chemical Code 070701; N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide; 8-Methyl-N-vanillyl-trans-6-namide; BRN 2816484; S07O44R1ZM; DTXSID9020241; Capsaicin (JAN/USP); 6-namide; 8-methyl-N-vanillyl-; (E)-; NSC56353; ZOSTRIX (TN); Cntx-4975; (6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide; (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide; 6-namide; N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-; (6E)-; DTXCID30241; ALGRX-4975; CHEMBL294199; 1217899-52-9; 7553-53-9; (E)-N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6-NAMIDE; 6-namide; N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-; (E)-; Capsaicin [in oleoresin of capsicum]; N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide; trans-Capsaicin-d3; NCGC00017337-02; Capsaicin (USP:INN); Capsaicin [USP:INN]; 8-Methyl-N-vanillyl-(trans)-6-namide; Capsaicin(E/Z-Mixture); (E)-N-((4-Hydroxy-3-methoxyphenyl)-methyl)-8-methyl-6-namide; (E)-N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide; 6-namide; (E)-N-((4-hydroxy-3-methoxy-phenyl)methyl)-8-methyl; 6-namide; N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-; (E)-; CAPSAICIN (MART.); CAPSAICIN [MART.]; CAPSAICIN (USP-RS); CAPSAICIN [USP-RS]; Capsaicin [USAN]; CAPSAICIN (USP MONOGRAPH); CAPSAICIN [USP MONOGRAPH]; Capsicine; Zacin; Capsaicin Patch; Capsaicin (in oleoresin of capsicum); (6E)-N-{[4-hydroxy-3-(methyloxy)phenyl]methyl}-8-methylnon-6-enamide; 6-namide; N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-; (6E)-; NGX 4010; 8-Methyl-N-Vanillyl-6-namide; SR-05000001861; capsaicinum; neurotoxic; Capsaicina; Isodecenoate; Zucapsaicin;Civamide;cis-Capsaicin; Capsacin; Capsimide; N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-namide; Neuriterx; Neuritrx; Adlea; Awaye; 8-Methyl-N-vanillyl-6-namide; (E)-; BioMega; TNP00277; Ageranium Patch; Capsaicin Cream; Capsaicin Heat; Castiva Warming; Guardania Pain; Medicated Heat; Rugby Capsaicin; (E)-N-[(4-Hydroxy-3-methoxyphenyl)-methyl]-8-methyl-6-namide; Satogesic Hot; MediRelief Hot; SprayPain Away; epsilon-capsaicin; Pure Relief; CVS Capsaicin; Painazin CP; Bio-Sorb; capsacin(E); Capsaicin Extract; NobleAid CapsAid; Qutenza;Vanilloid; Melt Pain Away; Red Hot; PainBloc24; Capsaicin;(S); Nufabrx Back Wrap; Nufabrx Neck Wrap; Gellert Joint Care; Nufabrx Arm Sleeve; 4DY; CAS-404-86-4; Omega 3; Prestwick_204; CVS Roll-On; Nufabrx Calf Sleeve; Nufabrx Knee Sleeve; Capsaicin (Natural); Capsaicin 0.15; Capsaisin 0.1%; depletes Substance P; LivReliefPain Relief; CAPSAISIN; CAPZIX; Nufabrx Ankle Sleeve; Nufabrx Wrist Sleeve; REZIL; FlexxSonicPain Relief; Hot SpotPoint Relief; Capsaicin 0.05%; Capsaicin 0.15%; Capsaicin 0.25%; Capsaicin Pain Relief; Rugby Capsaicin Cream; capsaicin 0.075%; LEADER CAPSAICIN; MEIJER CAPSAICIN; A2A ARTHRITIS; Coralite Medicated Heat; HOT PAIN RELIEF; RETADOLORPain Relief; Sure Relief SR Relief; Sure Result SR Relief; Walgreens Capsaicin Hot; starbld0019180; Campo pharma Muscle hot; CAPSAICIN [INN]; CAPSAICIN [JAN]; Capsaicin 0.1 Percent; CAPSAICIN [MI]; 6-namide; (E)-; EQUI-BLOCKORIGINAL; CAPSAICIN [HSDB]; Nufabrx Lower Leg Sleeve; Prestwick2_000879; Prestwick3_000879; Spectrum5_000538; Zostrix Original Strength; CAPSAICIN [VANDF]; CAPSAICIN; NATURAL; CapsaicinTopical Analgesic; QC Arthritis Pain Relief; SCREAMIN HOT TOAST; Wellness Products VictoRx; CapsaicinExternal Analgesic; Medicated Compression Sock; N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-namide; (E)-; Nufabrx Foot/Ankle Sleeve; Nufabrx Hand/Wrist Sleeve; Wellness Products J-FLEX; CVS Medicated Heat 1 ct; SINSINPAS HOT LARGE; 2-Count HEAT PATCHES; UPCMLD-DP092; Capsaicin 0.075 Percent; EQUI-BLOCKDT FORMULA; CAPSAICIN [WHO-DD]; SCHEMBL8085; SCHEMBL8086; CANNAVERA PAIN RELIEF; CAPSAICIN HOT PATCHES; EARTHS CARE ARTHRITIS; MR3H3; Revlex Arthritis Pain Relief; Solstice Capsaicin Patch Hot; BSPBio_000957; BSPBio_001548; BSPBio_002917; CAPSAICIN [EMA EPAR]; CareALL Arthritis and Muscle; RITE AID CAPSICUM HOT; MLS002154049; N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-namide; ASTRAPHARM CHILLI BRAND; Capsaicin from Capsicum annuum; Capsaicin; analytical standard; SPECTRUM1501128; WellPatch Warming Pain Relief; BRONSON SOOTHE Pain Relief; FYZICAL SPORTS Pain Relief; Nufabrx Medicine Infused Socks; Rugby Arthritis Pain Relieving; 6-namide; N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-; Nufabrx Lower Leg Sleeve M/L; BPBio1_001053; Equate Capsaicin Pain Relieving; GTPL2486; HURT Blocker PROPain Relief; MEGxp0_001448; CAPSAICIN [ORANGE BOOK]; Nufabrx Lower Leg Sleeve XS/S; 6-namide; N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-; (6Z)-; Good Neighbor Pharmacy Capsaicin; UPCMLD-DP092:001; UPCMLD-DP092:002; BDBM20461; BDBM86537; Better Nature Pain Relief BalmX; CHEBI:94524; Fast Arthritis AidPain Relieving; HMS501B16; Rugby CapsaicinExternal Analgesic; Sherman and Clark Pain Relieving; Family Care Arthritis Pain Relief; Nufabrx Lower Leg Sleeve XL/XXL; Capsaicin 0.025% Topical Patch; Capzasin HP Arthritis Pain Relief; HMS1361N10; HMS1570P19; HMS1791N10; HMS1921H11; HMS1989N10; HMS2089N11; HMS2092D21; HMS2097P19; HMS2230O23; HMS3402N10; HMS3414F11; HMS3649N15; HMS3678F11; Penetrex(r) Arthritis Pain Relief; Pharmakon1600-01501128; Pure ReliefPenetrating Pain Relief; Capsaicin HP Arthritis Pain Relief; Frankie Avalons Zero Pain Roll On; Leader Capsaicin Pain Relief Cream; 8-Methyl-N-vanillyl-6E-namide; AMY25669; beeRX Muscle and Joint Pain Relief; CVS Capsaicin arthritis pain relief; DCH Arthritis Pain Relief Roll-On; NGX-3781; NGX-7325; NSC_2548; Miracle Plus OvernightPain Relieving; Tox21_110817; Tox21_200315; BBL027836; CCG-39657; CCG-39908; EI-125; HB1179; HY-10448A; LMFA08020085; NSC757844; s1990; STL372889; Toplast Hot Capsaicin 0.025percent; Nufabrx Medicine Infused Ankle Sleeve; (E)8-methyl-N-vanillyl-6-namide; AKOS007930159; AVON HeXashield Arthritis Pain Relief; Zostrix High Potency Foot Pain Relief; (6E)-N-; CS-1518; DB06774; FYZICAL SPORTS Pain Relief 2 MILD; KS-5181; NSC-757844; SDCCGMLS-0066678.P001; TQ-1018; Capsaicin 10 microg/mL in Acetonitrile; Capsaicin; >=95%; from Capsicum sp.; Dr. Harveys Herbal Motion Pain Formula; IDI1_000354; IDI1_034018; SMP2_000337; NCGC00017337-03; NCGC00017337-04; NCGC00017337-05; NCGC00017337-06; NCGC00017337-07; NCGC00017337-08; NCGC00017337-09; NCGC00017337-10; NCGC00017337-11; NCGC00017337-12; NCGC00017337-13; NCGC00017337-17; NCGC00017337-18; NCGC00090853-01; NCGC00090853-02; NCGC00090853-03; NCGC00090853-04; NCGC00090853-06; NCGC00090853-07; NCGC00090853-08; NCGC00090853-09; NCGC00090853-10; NCGC00090853-11; NCGC00090853-12; NCGC00257869-01; USEPA/OPP Pesticide Code: 070701; AC-10114; CAPSAICIN HEAT PATCHES PAIN RELIEF; CAS_404-86-4; HY-10448; LS-14673; SMR000718774; CAPSAICIN (CONSTITUENT OF CAPSICUM); SBI-0052593.P002; Dusel Warm Arthritis Dead Sea Salt Therapy; CS-0181240; Good Neighbor Capsaicin Heat Patch for Back; M1149; NS00004284; (E)-8-Methyl-N-vanillyl-6-namide(8cl); C-1700; C06866; D00250; Rugby Arthritis Pain RelievingTopical Analgesic; AB00053098-11; AB00053098_12; ASTRAPHARM CHILLI BRAND EXTERNAL MEDICATED; Capsaicin; from Capsicum sp.; >=50% (HPLC); EN300-7544118; 826 - Capsaicin and heat units in chilli powder; CAPSAICIN (CONSTITUENT OF CAPSICUM) [DSC]; CAPSAICIN HEAT PATCHES BACK AND LARGE AREAS; Q273169; AVON HeXashield Arthritis Pain ReliefCream Capsaisin; Hempvana Ultra Strength Pain Relief Cream-Deep Heat; SR-05000001861-1; SR-05000001861-4; SR-05000001861-5; SR-05000001861-6; SR-05000001861-9; Walgreens Arthritis Pain Relief Capsaicin Analgesic; BRD-K37056290-001-01-1; BRD-K50590187-001-06-6; Capsaicin; certified reference material; TraceCERT(R); "Flavor and Extract Manufacturers Association No. 3404"; Capsaicin; European Pharmacopoeia (EP) Reference Standard; (6E)-N-(4-Hydroxy-3-methoxybenzyl)-8-methyl-6-namide #; Capsaicin; United States Pharmacopeia (USP) Reference Standard; Capsaicin; 8-Methyl-N-vanillyl-trans-6-namide; NGX-4010; N-[(4-hydroxy-3-methoxyphenyl)methyl]-6E-8-methyl-namide; N-(4-HYDROXY-3-METHOXYBENZYL)-8-METHYL-6-NAMIDE [FHFI]; trans-N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-namide; 6-namide;n-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-;(6e)-; Capsaicin; Pharmaceutical Secondary Standard; Certified Reference Material]

InChI Key

YKPUWZUDDOIDPM-SOFGYWHQSA-N

InChI

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-...

IUPAC Name

(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

CAS Number

404-86-4

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

49 49 0 0 0 0 0 0 0 0999 V2000
-6.9303 -1.2038 -1.0821 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.0314 -0.0418 -0.6463 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.8206 0.946...

Download SDF File (4144 bytes)

Experimental Data

Activity Data

Target Ion Channel

Transient receptor potential cation channel subfamily V member 1-L547M

Uniprot Accession Number

Q6RX08

Function

Agonist

Species

Oryctolagus cuniculus (Rabbit)

IC₅₀

N/A (Not available)

EC₅₀

EC₅₀: 8167 nM

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 5.0

Holding Potential

−60 mV mV

Temperature

20–22 °C

Test Method

Patch-clamping

Test Species

HEK293 cell

Binding Information

Binding Site

Extracellular domain

Binding Site Residue

residues Y512, S513, T551, and E571

Disease Information

Related Disease

Not specified

References

DOI

10.1074/jbc.M312577200

URL

N/A (Not available)

PMID

14996838

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

3.7896

Complexity

88.9515

TPSA (Å²)

58.56

H-Bond Donors

H-Bond Acceptors

Ring Count

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