Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00911)
Name
Capsaicin
Synonyms    Click to Show/Hide the Synonyms of This API
Capsaicin; 404-86-4; Zostrix; CAPSAICINE; (E)-Capsaicin; Qutenza; Styptysat; Isodecenoic acid vanillylamide; E-CAPSAICIN; Axsain; trans-8-Methyl-N-vanillyl-6-nonenamide; NGX-4010; (E)-8-Methyl-N-vanillyl-6-nonenamide; FEMA No. 3404; Transacin; trans-Capsaicin; NCI-C56564; UNII-S07O44R1ZM; NSC 56353; 8-Methyl-N-vanillyl-trans-6-nonenamide; ALGRX 4975; CHEBI:3374; (Z)-Capsaicin; Capsaicin (JAN/USP); 6-Nonenamide, 8-methyl-N-vanillyl-, (E)-; ZOSTRIX (TN); (6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide; N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide; MFCD00017259; (6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide; 6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (6E)-; (e)-n-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide; CHEMBL294199; S07O44R1ZM; 6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (E)-; NGX-1998; NSC56353; Capsaicin [in oleoresin of capsicum]; NSC-56353; NCGC00017337-02; 8-Methyl-N-Vanillyl-6-Nonenamide; 8-Methyl-N-vanillyl-(trans)-6-nonenamide; (E)-N-((4-Hydroxy-3-methoxyphenyl)-methyl)-8-methyl-6-nonenamide; (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide; DSSTox_CID_241; 6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (E)-; DSSTox_RID_75455; DSSTox_GSID_20241; Capsaicin [USAN]; Caswell No. 158; Ausanil; Capsicine; Capsaicin (in oleoresin of capsicum); (6E)-N-{[4-hydroxy-3-(methyloxy)phenyl]methyl}-8-methylnon-6-enamide; (E)-N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6-NONENAMIDE; 6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (6E)-; NGX 4010; N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide; 7553-53-9; CCRIS 1588; HSDB 954; SR-05000001861; EINECS 206-969-8; EPA Pesticide Chemical Code 070701; BRN 2816484; neurotoxic; Isodecenoate; Mioton; Adlea; 8-Methyl-N-vanillyl-6-nonenamide, (E)-; TNP00277; (E)-N-[(4-Hydroxy-3-methoxyphenyl)-methyl]-8-methyl-6-nonenamide; epsilon-capsaicin; capsacin(E); Qutenza;Vanilloid; Zostrix HP; Capsaicin,(S); CAS-404-86-4; Prestwick_204; Capsaicin (Natural); depletes Substance P; CAPSAICINOIDS; Citrus Aurantium 30%; Capsaicin [USP:INN]; Citrus Aurantium Extract; isoamyl4-methoxycinnamate; 6-Nonenamide, (E)-; Prestwick2_000879; Prestwick3_000879; Spectrum5_000538; CAPSAICIN, NATURAL; N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide, (E)-; CITRUS AURANTIUM PE; UPCMLD-DP092; Bitter orange extract 30%; SCHEMBL8085; SCHEMBL8086; MR3H3; BSPBio_000957; BSPBio_001548; BSPBio_002917; MLS002154049; Capsaicin, analytical standard; SPECTRUM1501128; Capsaicin, from natural source; ALGRX-4975; BPBio1_001053; GTPL2486; MEGxp0_001448; N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide; DTXSID9020241; Methyl-N-vanillyl-6-noneneamide; UPCMLD-DP092:001; UPCMLD-DP092:002; BDBM20461; BDBM86537; CHEBI:94524; HMS501B16; HMS1361N10; HMS1570P19; HMS1791N10; HMS1921H11; HMS1989N10; HMS2089N11; HMS2092D21; HMS2097P19; HMS2230O23; HMS3402N10; HMS3414F11; HMS3649N15; HMS3678F11; Pharmakon1600-01501128; 8-Methyl-N-vanillyl-6E-nonenamide; AMY25669; NGX-3781; NGX-7325; NSC_2548; ZINC1530575; Tox21_110817; Tox21_200315; (6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide; (E)-N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide; [(E)-N-(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide; 6-Nonenamide, (E)-N-((4-hydroxy-3-methoxy-phenyl)methyl)-8-methyl; BBL027836; CC0144; CCG-39657; CCG-39908; EI-125; LMFA08020085; N0C781; NSC757844; s1990; STL372889; (E)8-methyl-N-vanillyl-6-Nonenamide; AKOS007930159; CS-1518; DB06774; KS-5181; MCULE-8056866140; NSC-757844; SDCCGMLS-0066678.P001; TQ-1018; Capsaicin 10 microg/mL in Acetonitrile; Capsaicin, >=95%, from Capsicum sp.; 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; AC-10114; CAS_404-86-4; HY-10448; LS-14673; N735; SMR000718774; ST057183; SBI-0052593.P002; M1149; N1667; (E)-8-Methyl-N-vanillyl-6-nonenamide(8cl); Capsaicin (8-Methyl-N-vanillyl-6-nonenamide); C06866; D00250; W-5044; AB00053098-11; AB00053098_12; Capsaicin, from Capsicum sp., >=50% (HPLC); N-[(4-hydroxy-3-methoxy-phenyl)methyl]nonanamide; Q273169; 6-Nonenamide, 8-methyl-N-vanillyl-, (E)- (8CI); SR-05000001861-1; SR-05000001861-4; SR-05000001861-5; SR-05000001861-6; SR-05000001861-9; BRD-K37056290-001-01-1; BRD-K50590187-001-06-6; Capsaicin, certified reference material, TraceCERT(R); N-(3-Methoxy-4-hydroxybenzyl)-8-methyl-6-nonenamide; Capsaicin, European Pharmacopoeia (EP) Reference Standard; UNII-UW86K581WY component YKPUWZUDDOIDPM-SOFGYWHQSA-N; (6E)-N-(4-Hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide #; Capsaicin, United States Pharmacopeia (USP) Reference Standard; Capsaicin; 8-Methyl-N-vanillyl-trans-6-nonenamide; NGX-4010; N-[(4-hydroxy-3-methoxyphenyl)methyl]-6E-8-methyl-nonenamide; trans-N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide; 6-Nonenamide,N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-,(6E)-; Capsaicin, Pharmaceutical Secondary Standard; Certified Reference Material; 4DY
Clinical Status
Approved
PubChem CID
1548943
Formula
C18H27NO3
Canonical SMILES
CC(C)/C=C/CCCCC(=O)NCC1=CC(=C(C=C1)O)OC
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
YKPUWZUDDOIDPM-SOFGYWHQSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=1548943"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 305.4 Topological Polar Surface Area 58.6
XlogP 3.6 Complexity 341
Heavy Atom Count 22 Rotatable Bond Count 9
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Capsaicin 8% Patch Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Diethylene Glycol Monoethyl Ether; Dimethicone; Ethyl Cellulose; Polyester Film; Silicone Adhesive; White Ink; Butylated Hydroxyanisole; Carbomer Copolymer; Edetate Disodium; Polyethylene Glycol; Purified Water; Sodium Hydroxide
                   Dosage Form Patch
                   Company Averitas
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Diethylene glycol monoethyl ether DIG Info Transthyretin (IC50 = 10000 nM) [1]
Butylhydroxyanisole DIG Info Prostaglandin G/H synthase 2 (IC50 = 2.6 uM) [2]
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [3]
References
1 Crown Ethers as Transthyretin Amyloidogenesis Inhibitors. J Med Chem. 2019 Feb 28; 62(4):2076-2082.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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