Capsaicin
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Capsaicin
structure -
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CAS No:
404-86-4
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Formula:
C18H27NO3
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Chemical Name:
Capsaicin
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Synonyms:
6-Nonenamide,N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-,(6E)-;Capsaicin;6-Nonenamide,8-methyl-N-vanillyl-,(E)-;6-Nonenamide,N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-,(E)-;(6E)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide;Capsaicine;(E)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide;Ratden PE 40;Zostrix;Capsin P 50;Mioton;trans-8-Methyl-N-vanillyl-6-nonenamide;Axsain;NSC 56353;Dolenon;N-(4-Oxy-3-methoxybenzyl)-8-methyl-6-nonenamide;Togarashi Orenji;E-Capsaicin;ALGRX 4975;Capzasin-HP;NGX 4010;Adlea;Ovocap;Qutenza;Ausanil;trans-Capsaicin;Chilli Orange;(E)-8-Methyl-N-vanillyl-6-nonenamide;Capsicin;912457-62-6
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CAS No:
Description
N-(4-Hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide has a mild, warm-herbaceous odor and burning, pungent taste (10 ppm). It is used in compounded flavors for sauces where the pungent note is desired. Off-White Crystalline Solid Crystalline solid, rectangular plates, or scales. Pungent odor and burning taste.
Characteristics
58.56000
4.18050
Solid
1.041g/cm3
65 °C
210-220 °C @ Press: 0.01 Torr
263.1ºC
1.508
H2O: insoluble ;soluble in petroleum ether. Slightly soluble in concentrated hydrochloric acid
2-8ºC
1.32X10-8 mm Hg at 25 deg C (est)
LD50 oral in mouse: 47200ug/kg
Highly volatile with a pungent odor
Burning taste detectable in 1 part in 100,000
Safety Information
II
6.1(a)
UN 2811
3
R25; R37/38; R41; R42/43
S22-S26-S28-S36/39-S45
RA8530000
T
Stable. Incompatible with strong oxidizing agents.
P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311
H301-H315-H317-H319-H334-H335
Capsaicin Use and Manufacturing
A representative lot is a 5:1 E:Z mixture. It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic. K channel blocker; multiple sclerosis therapy analgesic (topical), depletes Substance P, neurotoxic Capsaicin analogue (C175680). It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic. Capsaicin is used in many topical ointments used to relieve the pain of peripheral neuropathy (treatment of pain in the nerve endings near the surface of the skin). As a tool in neurobiological research.
Computed Properties
Molecular Weight:305.4
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:9
Exact Mass:305.19909372
Monoisotopic Mass:305.19909372
Topological Polar Surface Area:58.6
Heavy Atom Count:22
Complexity:341
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It has analgesic and antipruritic effects by affecting the release, synthesis and storage of the neurotransmitter substance P on C-type sensory neurons. Topical capsaicin acts on peripheral nerve axons, resulting in a decrease in substance P from all neurons (peripheral and central), thereby achieving analgesic effects.
Registered Holders
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AUDI PHARMA INGREDIENTS
Active
United States
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CHILLIES EXPORT HOUSE LTD
Active
India
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Shandong Luye Pharmaceutical Co., Ltd.
Active
China
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