Molecular Details

DICL_CP_0329366 - (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0329366

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
-6.8132 1.2715 1.5429 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.6126 -0.1937 1.1363 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.7658 -1.131...

Download SDF File (4144 bytes)

Experimental Data

Activity Data

Target Ion Channel

Transient receptor potential vanilloid 1 (E571A)

Uniprot Accession Number

Q704Y3

Function

Activator

Species

Mus musculus (Mouse)

IC₅₀

N/A (Not available)

EC₅₀

EC₅₀: 1300 nM

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.2

Holding Potential

0 to 80 mV mV

Temperature

25 °C

Test Method

Patch-clamping

Test Species

HEK293 cell (Homo sapiens embryonic kidney 293 cell)

Binding Information

Binding Site

Transmembrane domain

Binding Site Residue

residues Y512, S513, T551, and E571

Disease Information

Related Disease

Not specified

References

DOI

10.1016/j.bbrc.2019.06.039

URL

N/A (Not available)

PMID

31213294

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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