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Details

Stereochemistry ACHIRAL
Molecular Formula C18H27NO3
Molecular Weight 305.4119
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CAPSAICIN

SMILES

COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1

InChI

InChIKey=YKPUWZUDDOIDPM-SOFGYWHQSA-N
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+

HIDE SMILES / InChI
Molecular Formula C18H27NO3
Molecular Weight 305.4119
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:11:08 UTC 2023
Edited
by admin
on Fri Dec 15 15:11:08 UTC 2023
Record UNII
S07O44R1ZM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAPSAICIN
DASH   EMA EPAR   HSDB   INCI   INN   JAN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INN   INCI  
Official Name English
CAPSAICIN [MART.]
Common Name English
CAPSAICIN [JAN]
Common Name English
OVOCAP
Common Name English
CNTX-4975
Common Name English
CAPSAICIN [EMA EPAR]
Common Name English
AUSANIL
Common Name English
TRANS-CAPSAICIN
Common Name English
(E)-8-Methyl-N-vanillyl-6-nonenamide
Systematic Name English
capsaicin [INN]
Common Name English
NGX-4010
Code English
RATDEN PE 40
Common Name English
NSC-56353
Code English
CAPSAICIN [ORANGE BOOK]
Common Name English
QUTENZA
Brand Name English
6-NONENAMIDE, (E)-N-((4-HYDROXY-3-METHOXY-PHENYL)METHYL)-8-METHYL
Common Name English
Capsaicin [WHO-DD]
Common Name English
ZOSTRIX
Common Name English
CAPSAICIN (CONSTITUENT OF CAPSICUM) [DSC]
Common Name English
CAPSAICIN [HSDB]
Common Name English
TOGARASHI ORENJI
Common Name English
FEMA NO. 3404
Code English
CAPSAICIN [USP MONOGRAPH]
Common Name English
CAPSAICIN [INCI]
Common Name English
N-(4-HYDROXY-3-METHOXYBENZYL)-8-METHYL-6-NONENAMIDE [FHFI]
Common Name English
ALGRX-4975
Code English
MIOTON
Common Name English
CAPSAICIN [USP-RS]
Common Name English
ALGRX 4975
Code English
CAPSAICIN [MI]
Common Name English
NGX-1998
Code English
CAPSAICIN [VANDF]
Common Name English
CAPZASIN-HP
Common Name English
DOLENON
Common Name English
AXSAIN
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 70701
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
FDA ORPHAN DRUG 269508
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
NCI_THESAURUS C68530
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
FDA ORPHAN DRUG 165502
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
WHO-VATC QM02AB01
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
EMA ASSESSMENT REPORTS QUTENZA (AUTHORIZED: NEURALGIA)
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
FDA ORPHAN DRUG 158202
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
WHO-ATC N01BX04
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
WHO-ATC M02AB01
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
FDA ORPHAN DRUG 222506
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
DSLD 3807 (Number of products:4)
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
NCI_THESAURUS C2198
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
EU-Orphan Drug Capsaicin
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
WHO-VATC QN01BX04
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
FDA ORPHAN DRUG 205705
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
Code System Code Type Description
IUPHAR
2486
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
RS_ITEM_NUM
1091108
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
HSDB
954
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
DRUG CENTRAL
3064
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
RXCUI
1992
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY RxNorm
EVMPD
SUB13229MIG
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
CHEBI
3374
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
FDA UNII
S07O44R1ZM
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-969-8
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
SMS_ID
100000076831
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
WIKIPEDIA
CAPSAICIN
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
CAS
404-86-4
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
MERCK INDEX
m3040
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY Merck Index
MESH
D002211
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
INN
10145
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
PUBCHEM
1548943
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
DAILYMED
S07O44R1ZM
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
NSC
56353
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID9020241
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
DRUG BANK
DB06774
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
ChEMBL
CHEMBL294199
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
NCI_THESAURUS
C339
Created by admin on Fri Dec 15 15:11:08 UTC 2023 , Edited by admin on Fri Dec 15 15:11:08 UTC 2023
PRIMARY
Related Record Type Details
HABANERO
PARENT -> CONSTITUENT ALWAYS PRESENT
48.6% of Capsaicinoid components.
LOCOTO
PARENT -> CONSTITUENT ALWAYS PRESENT
48.6% of Capsaicinoid components.
PAPRIKA
PARENT -> CONSTITUENT ALWAYS PRESENT
48.6% of Capsaicinoid components.
CAPSICUM
PARENT -> CONSTITUENT ALWAYS PRESENT
48.6% of Capsaicinoid components.
Structure of DAVASAICIN
DERIVATIVE -> PARENT
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
Structure of CAPSAICIN
EXCRETED UNCHANGED
There is no human excretion information available for capsaicin
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
WEAK
TRANSIENT RECEPTOR POTENTIAL CATION CHANNEL SUBFAMILY V MEMBER 1
TARGET -> AGONIST
ROCOTO
PARENT -> CONSTITUENT ALWAYS PRESENT
48.6% of Capsaicinoid components.
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
WEAK
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2E1
METABOLIC ENZYME -> SUBSTRATE
WEAK
Related Record Type Details
Structure of (6E)-8-HYDROXY-N-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-8-METHYL-6-NONENAMIDE
METABOLITE -> PARENT
MAJOR
PLASMA
Structure of VOCACAPSAICIN
PRODRUG -> METABOLITE ACTIVE
HYDROLYSIS INDEPENDENT OF ENZYME
Structure of VANILLIC ACID
METABOLITE -> PARENT
In incubation medium and skin vanillic acid ranged from 0.11 to 7.97% of the radioactivity in each sample at all concentrations.
SKIN
Structure of Vanillin
METABOLITE -> PARENT
MINOR
PLASMA
Structure of VANILLYLAMINE
METABOLITE -> PARENT
In incubation medium and skin vanillylamine ranged from 4.37 to 19.8% of the radioactivity in each sample at all concentrations.
SKIN
Structure of (6E)-N-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-8-METHYL-6,8-NONADIENAMIDE
METABOLITE -> PARENT
In human microsomal fraction, 16,17-dehydro-capsaicin was the minor metabolite, but in human S-9 fraction, 16,17-dehydro-capsaicin was the major metabolite.
PLASMA
Structure of (6E)-9-HYDROXY-N-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-8-METHYL-6-NONENAMIDE
METABOLITE -> PARENT
MAJOR
PLASMA
Related Record Type Details
Structure of CAPSAICIN
ACTIVE MOIETY
NIH
NCATS
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DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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