capsaicin
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IUPAC name :(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
InChI :InChI=1/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-SOFGYWHQBQ
SMILES :CC(C)/C=C/CCCCC(=O)NCC1=CC(=C(C=C1)O)OC
cas number :404-86-4
(EINECS) number :206-969-8
beilstein number :2816484
fema number :3404
coe number :2299
molar refractivity :89.69 ± 0.3 cm3
parachor :731.2 ± 4.0 cm3
index of refraction :1.523 ± 0.02
surface tension :38.7 ± 3.0 dyne/cm
density :1.041 ± 0.06 g/cm3
polarizability :35.55 ± 0.5 10-24cm3
XlogP : 4.60
XlogP3-AA : 3.60
molecular weight : 305.4118800 (IUPAC)
formula :C18 H27 N O3
BioActivity Analysis :48413373
NMR Predictor :Predict
 
 
export tariff code :unspecified
fda reg :unspecified

Suppliers :
Fontarome :CAPSAICIN
94% non-GMP
Odor:  Mild, warm-herbaceous
Fontarome :CAPSAICIN
99% GMP
Odor:  Mild, warm-herbaceous
Kalsec :capsaicin
Odor:  bland
Capsaicin and oleoresin capsicum are popularly used ingredients in both "over-the-counter" and prescription topical analgesics. Used as a counter-irritant, capsaicin is believed to have a desensitizing effect on nerves, thus providing substantial relief from the pain associated with osteoarthritis, rheumatoid arthritis, herpes zoster, and diabetic neuropathy.
Kalsec® Capsicum and Capsaicin Concentrates are natural, highly purified, and highly concentrated extractives of Capsicum frutescens L. and/or Capsicum annuum L. (chili peppers). The extractives contain at least five pungent compounds known as capsaicinoids. Three Major Capsaicinoids, capsaicin, dihydrocapsaicin, and nordihydrocapsaicin, predominate.
Nanjing :(E)-Capsaicin; (E)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-non enamide
orders in chinese.
Pfaltz & Bauer :Capsaicin
Natural 65%
Sigma-Aldrich-Aldrich :Capsaicin
natural
If you get a cover box over Sigma-aldrich web page, click here to set your country of origin.
Sigma-Aldrich-Fluka :Capsaicin
puriss., ≥99.0% (HPLC)
If you get a cover box over Sigma-aldrich web page, click here to set your country of origin.
Sigma-Aldrich-Sigma :Capsaicin
≥95%, from Capsicum sp.
If you get a cover box over Sigma-aldrich web page, click here to set your country of origin.
TCI AMERICA :Capsaicin
>60.0%(LC), (Natural)
Xi'an Honson :Capsaicin
99%

organoleptics :
odor type :herbal
odor strength :medium
odor description:
at 100.00 %.  
mild warm herbal

properties :
appearence :white to pale yellow crystalline powder
assay : 98.00 to 100.00 %   
Food Chemicals Codex Listed :No
melting point : 62.00 to 65.00 °C. @ 760.00 mm Hg
boiling point : 210.00 to 220.00 °C. @ 0.01 mm Hg
flash point : 505.00  °F.  TCC  ( 262.78 °C. )
logP (o/w) : 4.00
shelf life : 12.00 month(s) or longer if stored properly.
storage :refrigerate in tightly sealed containers.

safety :
most important hazard(s) :T - Toxic.
  R 25 - Toxic if swallowed.
R 37/38 - Irritating to respiratory system and skin.
R 41 - Risk of serious damage to eyes.
R 42/43 - May cause sensitization by inhalation and skin contact.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 23 - Do not breath vapour.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/39 - Wear suitable clothing and eye/face protection.
S 45 - In case of accident or if you feel unwell seek medical advice immediately.
Oral Toxicity(LD50) : 
  Oral-Mouse    47.20  mg/kg
Yakhak Hoe Chi. Journal of the Pharmaceutical Society. Vol. 25(3), Pg. 101, 1981.

Intraperitoneal-Rat    9.50  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

Intraperitoneal-Rabbit    >50.00  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

intravenous-Mouse    0.40  mg/kg
Yakhak Hoe Chi. Journal of the Pharmaceutical Society. Vol. 25(3), Pg. 101, 1981.

Intraperitoneal-Mouse    6.50  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

Intraperitoneal-Hamster    >120.00  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

Intraperitoneal-Guineapig    1.10  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

Dermal Toxicity(LD50) : 
  Skin-Mouse  >512.00  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

Subcutaneous-Mouse  9.00  mg/kg
Toxicon. Vol. 18, Pg. 215, 1980.

Inhalation Toxicity(LC50) : 
  Not determined
 

safety in use :
Category :flavoring agents
 
recommendation for capsaicin fragrance usage levels up to :
 not for fragrance use.
recommendation for capsaicin flavor usage levels up to :
  10.0000 ppm in the flavor.

safety references :
EPI System :view
ClinicalTrials.gov :search
Daily Med :search
NLM Hazardous Substances Data Bank :search
Chemical Carcinogenesis Research Information System :Search
Cancer Citations :Search
Toxicology Citations :Search
Carcinogenic Potency Database :Search
EPA GENetic TOXicology :Search
Env. Mutagen Info. Center :Search
NLM Developmental and Reproductive Toxicity :Search
National Toxicology Program :Search
Canada Domestic Sub. List :Yes
EPA Chem. Sub. Inventory : Yes
WISER :UN 2811
 
WGK Germany :3
 
 
 
 
(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
(EINECS) number :206-969-8
RTECS :RA8530000 for cas# 404-86-4
chemidplus :000404864
EPA Substance Registry Services :404-86-4
dtp/nci :56353

references :
 
(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
NIST Chemistry WebBook :3488585319
pubchem :153053

Cosmetics :
Cosmetic uses : masking agents
skin conditioning

other :
CosIng :cosmetic data
VCF-Online: VCF Volatile Compounds in Food
FDA Everything Added to Food in the United States (EAFUS)View
FDA Listing of Food Additive Status Part I (A through GView
FDA Listing of Food Additive Status Part II (H through ZView
Household Products : Search
synonyms :
isodecenoic acid vanillyl amide
N-(4-hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide
(E)-N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide
(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
(E)-8-methyl-N-vanillyl-6-nonenamide
trans-8-methyl-N-vanillyl-6-nonenamide

soluble in :
 alcohol
 ether

insoluble in :
 water

potential blenders :    note
 acetal 318FR
 acetaldehyde di-(Z)-3-hexen-1-yl acetalFL/FR
 acetaldehyde dipropyl acetalFL/FR
6-acetoxydihydrotheaspiraneFL/FR
 acetyl ethyl carbinolFL
 acetyl tributyl citrateFL/FR
2-acetyl-2-thiazolineFL
 acorn acetateFR
 agrumen nitrileFR
 amber dioxepineFR
alpha-amyl cinnamaldehydeFL/FR
alpha-amyl cinnamyl formateFL/FR
 amyl furoateFL/FR
isoamyl heptanoateFL/FR
 amyl salicylateFL/FR
isoamyl salicylateFL/FR
isoamyl tiglateFL/FR
 angelica root absoluteFL/FR
 anise indeneFR
para-anisyl propionateFL/FR
 artemisyl alcohol 
 artemisyl ketoneFL/FR
 balsam ketoneFR
 benzyl acetoneFL/FR
 benzyl benzoateFL/FR
 benzyl isovalerateFL/FR
 benzyl methyl tiglateFL
 benzyl octanoateFL/FR
 benzyl salicylateFL/FR
3-benzyl-4-heptanoneFL/FR
 bergamot acetoacetateFR
 bigarade oxideFR
beta-bisabololFL/FR
 boldo leaf oil italyFR
isoborneolFL/FR
 bornyl 2-methyl butyrateFL/FR
 bornyl acetateFL/FR
isobornyl acetateFL/FR
 bornyl butyrateFL/FR
 bornyl formateFL/FR
beta-bourboneneFL/FR
isobutyl (E,E)-2,4-decadienamideFL/FR
isobutyl angelateFL/FR
isobutyl benzyl carbinolFL/FR
alpha-butyl cinnamaldehydeFL/FR
 butyl heptanoateFL/FR
isobutyl heptanoateFL/FR
 butyl levulinateFL/FR
isobutyl methyl ketoneFL/FR
 butyl octanoateFL/FR
3-butyl phthalideFL/FR
isobutyl quinolineFR
isobutyl salicylateFL/FR
2-sec-butyl thiazoleFL/FR
4-butyl thiazoleFL
 butyl tiglateFL/FR
isobutyl tiglateFL/FR
sec-butyl-3-methyl but-2-ene thioateFL
3-butylidene phthalideFL/FR
delta-cadinene 
gamma-cadinene 
alpha-cadinol 
delta-cadinol 
 calamenene 
 campheneFL/FR
(+)-campheneFL/FR
alpha-campholenic aldehydeFL/FR
 caraway seed oilFL/FR
 cardamom oil CO2 extract guatemalaFL/FR
 cardamom oleoresinFL
 carnation absoluteFR
 carrot leaf oilFR
 carrot seed oilFL/FR
 carvacryl ethyl etherFL/FR
 carvacryl methyl etherFL/FR
(E)-carveolFL/FR
(Z)-carveolFL/FR
laevo-carvoneFL/FR
(Z)-carvone-5,6-oxideFL/FR
 cassis methanolFR
 cedarwood oil port orfordFR
 celery ketoneFL/FR
 celery leaf oilFL/FR
 celery seed oilFL/FR
 celery seed oil CO2 extractFL/FR
 celery seed oleoresinFL
 celery undeceneFR
 chamomile isobutyrateFR
 chamomile oilFL/FR
 chamomile oil moroccoFR
 chamomile propionateFR
 chrysanthemum ketoneFR
 cinnamaldehyde dimethyl acetalFL/FR
 cinnamon acroleinFL/FR
 cinnamyl formateFL/FR
 cinnamyl phenyl acetateFL/FR
 cistus absoluteFL/FR
 cistus oilFL/FR
 citronellyl isovalerateFL/FR
 citronellyl valerateFL/FR
 citrus propanolFR
 clary acetateFR
 clary propyl acetateFR
 clary sage oilFL/FR
 clary sage resinoidFR
 coriander leaf oilFL/FR
 coriander oleoresinFL
 coriander seed oilFL/FR
(-)-alpha-cubebene 
(-)-cubenol 
 cumin seed oilFL/FR
 cuminaldehydeFL/FR
 cuminyl acetateFL/FR
 cuminyl alcoholFL/FR
 currant bud absolute blackFL/FR
isocyclocitralFL/FR
neocyclocitralFR
isocyclogeraniolFR
2-cyclohexyl cyclohexanoneCS
 cyclopropyl (E,Z)-2,6-nonadienamideFL
2-decalinyl acetateFR
 decanal dimethyl acetalFL/FR
delta-decenolactoneFL
 deertongue absoluteFR
 deertongue oleoresinFR
 dehydroxylinalool oxideFL/FR
 dibutyl sulfideFL/FR
 diethyl malateFL
2,5-diethyl tetrahydrofuranFL
 dihexyl fumarateFR
 dihydro-alpha-iononeFL/FR
(E)-dihydrocarvone 
(Z)-dihydrocarvone 
dextro-dihydrocarvoneFL/FR
 dihydrocoumarinFL
 dihydroisojasmonateFR
 dihydrojasmoneFL/FR
isodihydrolavandulalFL/FR
isodihydrolavandulolCS
isodihydrolavandulyl acetateCS
(±)-dihydromint lactoneFL/FR
 dihydrorose oxideFR
 dill etherFL
 dill weed oilFL/FR
2,4-dimethyl anisoleFL
 dimethyl benzyl carbinyl butyrateFL/FR
 dimethyl benzyl carbinyl formateFL/FR
 dimethyl salicylateFL/FR
2,4-dimethyl-3-cyclohexene-1-methanolFR
 dipentene terpene hydrocarbon byproductsFR
2-dodecen-1-alFL/FR
 elder flowers absoluteFR
beta-elemene 
2,10-epoxypinaneFR
 ethyl 4-pentenoateFL/FR
 ethyl chrysanthemateFR
 ethyl linaloolFR
 ethyl linalyl acetalFR
 ethyl safranateFR
 eucalyptus oilFL/FR
 farneseneFL/FR
dextro-fenchoneFL/FR
 fig leaf absoluteFL
 floral nitrileFR
 flouve absoluteFR
 frankincense absoluteFL/FR
 genet absoluteFL/FR
 geranic oxideFL/FR
 geranium oil africaFL/FR
 geranium oil egyptFL/FR
 geranium oil moroccanFL/FR
 geranyl methyl tiglate 
 geranyl octanoateFL/FR
 geranyl tiglateFL/FR
 ginger oleoresinFL
 green acetateFR
 guaieneFL/FR
 heliotrope absoluteFR
 heptanalFL/FR
 heptanolFL/FR
2-heptanolFL/FR
3-heptanolFL/FR
2-heptanoneFL/FR
(Z)-3-hepten-1-olFL/FR
 heptyl formateFL/FR
 herbal acetalFR
 herbal carbonateFR
 herbal careneFR
 herbal cyclohexaneFR
 herbal dioxaneFR
 herbal ethanoneFR
 herbal heptaneFR
 herbal ketoneFR
 herbal norbornaneFR
 herbal pyranFR
 herbal undecaneFR
 herbal undecanolFR
 herbal undecanoneFR
(E,E)-2,4-hexadien-1-ol 
delta-hexalactoneFL/FR
gamma-hexalactoneFL/FR
(E)-4-hexen-1-olFL
(Z)-4-hexen-1-olFL/FR
3-hexen-1-yl 2-methyl butyrateFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
(E)-2-hexenoic acidFL
 hexyl 3-mercaptobutanoateFL
alpha-hexyl cinnamaldehydeFL/FR
 hexyl hexanoateFL/FR
 hexyl salicylateFL/FR
 hexyl tiglateFL/FR
 hop absoluteFL/FR
 hop oilFL/FR
 humulene oxide I 
2'-hydroxyacetophenoneFL/FR
 hydroxymethyl hexyl ethyl ketoneFL/FR
beta-ionolFL/FR
 ivy carbaldehydeFL/FR
2,4-ivy carbaldehydeFL/FR
3,5-ivy carbaldehydeFL/FR
3,6-ivy carbaldehydeFL/FR
 ivy leaf absoluteFR
 jambu oleoresinFL
 jasmin acetoacetateFL/FR
(Z)-jasmoneFL/FR
 juniper carboxaldehydeFR
 kachur oil 
 karo karounde absoluteFR
 laurel wood oil 
 lavandin absoluteFL/FR
 lavandin oilFL/FR
 lavandin oil grossoFL/FR
(-)-lavandulolFR
 lavandulyl acetateFR
 lavender absoluteFL/FR
 lavender oilFL/FR
 layana oil kenya 
 layana oil wild zimbabwe 
 layana oil zimbabwe 
 leafy acetalFL/FR
 lime octenolFL/FR
laevo-limoneneFL/FR
 linalyl formateFL/FR
 linalyl octanoateFL/FR
 longifoleneFL/FR
 lovage herb oilFL
 lovage root absoluteFL
 lovage root oilFL/FR
 marigold oil mexico 
 marine formateFR
para-menth-1-en-9-alFL/FR
para-menth-1-ene-9-olFL/FR
 menthadienyl formateFR
(E)-para-menthane-3,8-diol 
para-menthane-3,8-diolFL/FR
1-para-menthen-9-yl acetateFL/FR
 menthone-8-thioacetateFL
homomenthyl acetateFL/FR
laevo-menthyl acetateFL/FR
 methyl benzyl acetate (mixed ortho-,meta-,para-)FL/FR
2-methyl butyl isovalerateFL/FR
 methyl cyclogeranateFR
 methyl hexyl etherFL/FR
 methyl hexyl ketoneFL/FR
para-methyl hydratropaldehydeFL/FR
 methyl nicotinateFL/FR
 methyl octanoateFL/FR
 methyl para-anisateFL/FR
1-methyl pyrroleFL
2-methyl-3-buten-2-olFL/FR
(E)-6-methyl-3-hepten-2-oneFL/FR
 mistletoe absolute 
gamma-muurolene 
T-muurolol 
 myrtenyl acetateFL/FR
 myrtle oilFL/FR
 neryl formateFL/FR
 nonan-3-yl acetateFL/FR
3-nonanolFL/FR
2-nonanoneFL/FR
3-nonanoneFL/FR
 nonisyl formateFR
 nonisyl propionateFR
 nonyl heptanoate 
 nopyl acetateFR
(E)-beta-ocimene 
(Z)-beta-ocimeneFL/FR
alloocimeneFL/FR
 ocimene oxiraneFR
1,5-octadien-3-ol 
 octahydrocoumarinFL/FR
3-octanolFL/FR
3-octanon-1-olFL/FR
3-octanoneFL/FR
(E)-2-octen-1-alFL/FR
(Z)-4-octen-1-olFL/FR
3-octen-1-yl acetateFL/FR
3-octen-2-oneFL/FR
1-octen-3-oneFL/FR
 octyl acetateFL/FR
isooctyl acetateFL/FR
 orris capronateFL/FR
 paprika oleoresinFL/FR
 parsley leaf oilFL/FR
 parsley leaf oil egyptFL/FR
 parsley seed oilFL/FR
 parsley seed oleoresinFL
 patchouli absoluteFR
 patchouli indeneFR
2-pentyl acetateFL/FR
2-pentyl cyclopentanoneFR
 perillaldehydeFL/FR
 perillyl acetateFL/FR
 petitgrain bigarade oilFL/FR
 petitgrain heptaneFR
beta-sesquiphellandrene 
 phenethyl formateFL/FR
 phenethyl senecioateFL/FR
 phenethyl tiglateFL/FR
isophytolFL/FR
 pinocarveolFL/FR
(E)-pinocarveolFL/FR
 piperitenone oxideFL
 piperitolFL
(E)-piperitolFL
(Z)-piperitolFL
 piperitoneFL/FR
 polylimoneneFL/FR
 prenyl salicylateFL/FR
 privet dioxaneFR
 propyl 2-furoateFL
 propyl anthranilateFL/FR
2-propyl thiazoleFL
4-isopropyl-2-cyclohexenoneFL/FR
3-propylidene phthalideFL/FR
isopulegolFL/FR
 pulegoneFL/FR
isopulegoneFL/FR
 rose pyranFR
 rose undeceneFR
 rue oilFL/FR
 saffron indenoneFL/FR
 saffron oilFL/FR
 saffron pyranoneFR
 safranalFL/FR
 sandal cyclopentaneFR
 savin oilFL/FR
 seaweed absoluteFL/FR
beta-selinene 
 skimmia laureola oil 
 sorbyl acetateFL
 spathulenol 
 spruce oilFL/FR
 tagette carboxylateFR
 tea leaf absoluteFL/FR
gamma-terpineneFL/FR
 terpineol acetateFR
alpha-terpinyl acetateFL/FR
 terpinyl isobutyrateFL/FR
 tetrahydrocarvoneFL/FR
(±)-1,2,5,6-tetrahydrocuminic acidFL/FR
 tetrahydromyrcenyl acetateFR
 theaspiraneFL/FR
alpha-thujene 
 thyme undecaneFR
 thymyl methyl etherFL/FR
 timber dioxolaneFR
N/i-tridecanalFR
2-tridecanoneFL/FR
 tropical indeneFR
 tuberose lactoneFL/FR
gamma-valerolactoneFL/FR
 viridiflorolFL/FR
 woody acetateFR
 woody cyclohexanoneFR
 woody ketoneFL/FR
 yarrow leaf oilFL/FR
 yuzu peel oil c.p.FL/FR
 yuzu peel oil CO2 extractFL/FR

potential uses :
 herbal
 pepper
 skin conditioning

natural occurrence in :    note
 capsicum S

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