fbpx
วิกิพีเดีย

แคปเซอิซิน

บทความนี้มีเนื้อหาที่สั้นมาก ต้องการเพิ่มเติมเนื้อหาหรือพิจารณารวมเข้ากับบทความอื่นแทน

แคปไซซิน (capsaicin) เป็นสารที่ให้ความเผ็ดในพริก แคปไซซินมีสูตรโมเลกุล C18H27NO3 ชื่อตามระบบ IUPAC คือ 8-methyl-N-vanillyl-6-nonenamide เป็นส่วนประกอบที่ใช้งานของพริกซึ่งเป็นพืชที่อยู่ในสกุลแคปซิคัม (genus Capsicum)

แคปเซอิซิน
ชื่อตาม IUPAC 8-Methyl-N-vanillyl-trans-6-nonenamide
ชื่ออื่น (E) -N- (4-Hydroxy-3-methoxybenzyl)
-8-methylnon-6-enamide,
trans-8-Methyl-N-vanillylnon
-6-enamide, (E) -Capsaicin,
CPS, C
เลขทะเบียน
เลขทะเบียน CAS [404-86-4]
PubChem 1548943
EC number 206-969-8
ATC code M02AB01
SMILES
ChemSpider ID 1265957
คุณสมบัติ
สูตรเคมี C18H27NO3
มวลต่อหนึ่งโมล 305.41 g/mol
จุดหลอมเหลว

62–65 °C

จุดเดือด

210–220 °C @ 0.01 Torr

ความอันตราย
MSDS [1]
อันตรายหลัก Toxic (T)
NFPA 704
1
2
0
 
R-phrases R24/25
S-phrases S26, S36/37/39, S45
หากมิได้ระบุเป็นอื่น ข้อมูลข้างต้นนี้คือข้อมูลสาร ณ ภาวะมาตรฐานที่ 25 °C, 100 kPa
สถานีย่อย:เคมี

ประวัติ

สารประกอบ นี้ถูกสกัดได้เป็นครั้งแรก (แม้ว่าจะอยู่ในรูปแบบที่ไม่บริสุทธิ์) ในปี ค.ศ. 1816 โดยคริสเตียน ฟรีดริช บูคอลซ์ (Christian Friedrich Bucholz; 1770-1818) เขาเรียกมันว่า "capsicin" ตามชื่อสกุลของพริกที่มีชื่อว่า แคปซิคัม (genus Capsicum) จากที่มันได้ถูกสกัดออกมา จอห์น คลัฟ เทรช (John Clough Thresh; 1850-1932) คือผู้ที่แยกสารแคปไซซินในรูปแบบที่เกือบจะบริสุทธิ์ออกมาได้สำเร็จ และให้ชื่อว่า "แคปไซซิน" ในปี ค.ศ. 1876

อ้างอิง

เชิงอรรถ

  1. History of early research on capsaicin:
    • Harvey W. Felter and John U. Lloyd, King's American Dispensatory (Cincinnati, Ohio: Ohio Valley Co., 1898), vol. 1, page 435. Available on-line at: Henriette's Herbal.
    • Andrew G. Du Mez, "A century of the United States pharmocopoeia 1820-1920. I. The galenical oleoresins" (Ph.D. dissertation, University of Wisconsin, 1917), pages 111-132. Available on-line at: Archive.org.
  2. See:
    • C. F. Bucholz (1816) "Chemische Untersuchung der trockenen reifen spanischen Pfeffers" [Chemical investigation of dry, ripe Spanish peppers], Almanach oder Taschenbuch für Scheidekünstler und Apotheker (Weimar) [Almanac or Pocket-book for Analysts (Chemists) and Apothecaries], vol. 37, pages 1-30. [Note: Christian Friedrich Bucholz's surname has been variously spelled as "Bucholz", "Bucholtz", or "Buchholz".]
    • The results of Bucholz's and Braconnot's analyses of Capsicum annuum appear in: Jonathan Pereira, The Elements of Materia Medica and Therapeutics, 3rd U.S. ed. (Philadelphia, Pennsylvania: Blanchard and Lea, 1854), vol. 2, page 506.
    • Biographical information about Christian Friedrich Bucholz is available in: Hugh J. Rose, Henry J. Rose, and Thomas Wright, ed.s, A New General Biographical Dictionary (London, England: 1857), vol. 5, page 186.
    • Biographical information about C. F. Bucholz is also available (in German) on-line at: Allgemeine Deutsche Biographie.
    • Some other early investigators who also extracted the active component of peppers:
    1. Benjamin Maurach (1816) "Pharmaceutisch-chemische Untersuchung des spanischen Pfeffers" (Pharmaceutical-chemical investigation of Spanish peppers), Berlinisches Jahrbuch für die Pharmacie, vol. 17, pages 63-73. Abstracts of Maurach's paper appear in: (i) Repertorium für die Pharmacie, vol. 6, page 117-119 (1819); (ii) Allgemeine Literatur-Zeitung, vol. 4, no. 18, page 146 (Feb. 1821); (iii) "Spanischer oder indischer Pfeffer", System der Materia medica ... , vol. 6, pages 381-386 (1821) (this reference also contains an abstract of Bucholz's analysis of peppers).
    2. French chemist Henri Braconnot (1817) "Examen chemique du Piment, de son principe âcre, et de celui des plantes de la famille des renonculacées" (Chemical investigation of the chili pepper, of its pungent principle [constituent, component], and of that of plants of the family Ranunculus), Annales de Chemie et de Physique, vol. 6, pages 122- 131.
    3. Danish geologist Johann Georg Forchhammer in: Hans C. Oersted (1820) "Sur la découverte de deux nouveaux alcalis végétaux" (On the discovery of two new plant alkalis), Journal de physique, de chemie, d'histoire naturelle et des arts, vol. 90, pages 173-174.
    4. German apothecary Ernst Witting (1822) "Considerations sur les bases vegetales en general, sous le point de vue pharmaceutique et descriptif de deux substances, la capsicine et la nicotianine" (Thoughts on the plant bases in general from a pharmaceutical viewpoint, and description of two substances, capsicin and nicotine), Beiträge für die pharmaceutische und analytische Chemie, vol. 3, pages 43ff.
  3. In a series of articles, J. C. Thresh obtained capsaicin in almost pure form:
    • J. C. Thresh (1876) "Isolation of capsaicin," The Pharmaceutical Journal and Transactions, 3rd series, vol. 6, pages 941-947;
    • J. C. Thresh (8 July 1876) "Capsaicin, the active principle in Capsicum fruits," The Pharmaceutical Journal and Transactions, 3rd series, vol. 7, no. 315, pages 21 ff. [Note: This article is summarized in: "Capsaicin, the active principle in Capsicum fruits," The Analyst, vol. 1, no. 8, pages 148-149, (1876).]. In The Pharmaceutical Journal and Transactions, volume 7, see also pages 259ff and 473 ff and in vol. 8, see pages 187ff;
    • Year Book of Pharmacy… (1876), pages 250 and 543;
    • J. C. Thresh (1877) "Note on Capsaicin," Year Book of Pharmacy…, pages 24-25;
    • J. C. Thresh (1877) "Report on the active principle of Cayenne pepper," Year Book of Pharmacy..., pages 485-488.
  4. Obituary notice of J. C. Thresh: "John Clough Thresh, M.D., D. Sc., and D.P.H.," The British Medical Journal, vol. 1, no. 3726, pages 1057-1058 (4 June 1932).
  5. J King, H Wickes Felter, J Uri Lloyd (1905) A King's American Dispensatory. Eclectic Medical Publications (ISBN 1888483024)

อ้างอิงทั่วไป

  • Dray A (1992). "Mechanism of action of capsaicin-like molecules on sensory neurons". Life Sci. 51 (23): 1759–65. doi:10.1016/0024-3205(92)90045-Q. PMID 1331641.
  • Garnanez RJ, McKee LH (2001) "Temporal effectiveness of sugar solutions on mouth burn by capsaicin" IFT Annual Meeting 2001
  • Henkin R (1991). "Cooling the burn from hot peppers". JAMA. 266 (19): 2766. doi:10.1001/jama.266.19.2766b. PMID 1942431. Unknown parameter |month= ignored (help)
  • Nasrawi CW, Pangborn RM (1990). "Temporal effectiveness of mouth-rinsing on capsaicin mouth-burn". Physiol. Behav. 47 (4): 617–23. doi:10.1016/0031-9384(90)90067-E. PMID 2385629. Unknown parameter |month= ignored (help)
  • Tewksbury JJ, Nabhan GP (2001). "Seed dispersal. Directed deterrence by capsaicin in chilies". Nature. 412 (6845): 403–4. doi:10.1038/35086653. PMID 11473305. Unknown parameter |month= ignored (help)
  • Kirifides ML, Kurnellas MP, Clark L, Bryant BP (2004). "Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin". J. Exp. Biol. 207 (Pt 5): 715–22. doi:10.1242/jeb.00809. PMID 14747403. Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  • Tarantula Venom, Chili Peppers Have Same "Bite," Study Finds http://news.nationalgeographic.com/news/2006/11/061108-tarantula-venom.html
  • Minna M. Hamalainen, Alberto Subieta, Christopher Arpey, Timothy J. Brennan, "Differential Effect of Capsaicin Treatment on Pain-Related Behaviors After Plantar Incision," The Journal of Pain, 10,6 (2009), 637-645.

แคปเซอ, บทความน, ไม, การอ, างอ, งจากแหล, งท, มาใดกร, ณาช, วยปร, บปร, งบทความน, โดยเพ, มการอ, างอ, งแหล, งท, มาท, าเช, อถ, เน, อความท, ไม, แหล, งท, มาอาจถ, กค, ดค, านหร, อลบออก, เร, ยนร, าจะนำสารแม, แบบน, ออกได, อย, างไรและเม, อไร, บทความน, เน, อหาท, นมาก, องกา. bthkhwamniimmikarxangxingcakaehlngthimaidkrunachwyprbprungbthkhwamni odyephimkarxangxingaehlngthimathinaechuxthux enuxkhwamthiimmiaehlngthimaxacthukkhdkhanhruxlbxxk eriynruwacanasaraemaebbnixxkidxyangiraelaemuxir bthkhwamnimienuxhathisnmak txngkarephimetimenuxhahruxphicarnarwmekhakbbthkhwamxunaethn aekhpissin capsaicin epnsarthiihkhwamephdinphrik aekhpissinmisutromelkul C18H27NO3 chuxtamrabb IUPAC khux 8 methyl N vanillyl 6 nonenamide epnswnprakxbthiichngankhxngphriksungepnphuchthixyuinskulaekhpsikhm genus Capsicum aekhpesxisinchuxtam IUPAC 8 Methyl N vanillyl trans 6 nonenamidechuxxun E N 4 Hydroxy 3 methoxybenzyl 8 methylnon 6 enamide trans 8 Methyl N vanillylnon 6 enamide E Capsaicin CPS Celkhthaebiynelkhthaebiyn CAS 404 86 4 PubChem 1548943EC number 206 969 8ATC code M02AB01SMILES CC C C C CCCCC NCC1 CC OC C O C C1 OChemSpider ID 1265957khunsmbtisutrekhmi C18H27NO3mwltxhnungoml 305 41 g molcudhlxmehlw 62 65 Ccudeduxd 210 220 C 0 01 TorrkhwamxntrayMSDS 1 xntrayhlk Toxic T NFPA 704 1 2 0 R phrases R24 25S phrases S26 S36 37 39 S45hakmiidrabuepnxun khxmulkhangtnnikhuxkhxmulsar n phawamatrthanthi 25 C 100 kPasthaniyxy ekhmi enuxha 1 prawti 2 xangxing 2 1 echingxrrth 2 2 xangxingthwipprawti aekikhsarprakxb 1 nithukskdidepnkhrngaerk aemwacaxyuinrupaebbthiimbrisuththi inpi kh s 1816 odykhrisetiyn fridrich bukhxls Christian Friedrich Bucholz 1770 1818 2 ekhaeriykmnwa capsicin tamchuxskulkhxngphrikthimichuxwa aekhpsikhm genus Capsicum cakthimnidthukskdxxkma cxhn khlf ethrch John Clough Thresh 1850 1932 khuxphuthiaeyksaraekhpissininrupaebbthiekuxbcabrisuththixxkmaidsaerc 3 4 aelaihchuxwa aekhpissin inpi kh s 1876 5 xangxing aekikhechingxrrth aekikh History of early research on capsaicin Harvey W Felter and John U Lloyd King s American Dispensatory Cincinnati Ohio Ohio Valley Co 1898 vol 1 page 435 Available on line at Henriette s Herbal Andrew G Du Mez A century of the United States pharmocopoeia 1820 1920 I The galenical oleoresins Ph D dissertation University of Wisconsin 1917 pages 111 132 Available on line at Archive org See C F Bucholz 1816 Chemische Untersuchung der trockenen reifen spanischen Pfeffers Chemical investigation of dry ripe Spanish peppers Almanach oder Taschenbuch fur Scheidekunstler und Apotheker Weimar Almanac or Pocket book for Analysts Chemists and Apothecaries vol 37 pages 1 30 Note Christian Friedrich Bucholz s surname has been variously spelled as Bucholz Bucholtz or Buchholz The results of Bucholz s and Braconnot s analyses of Capsicum annuum appear in Jonathan Pereira The Elements of Materia Medica and Therapeutics 3rd U S ed Philadelphia Pennsylvania Blanchard and Lea 1854 vol 2 page 506 Biographical information about Christian Friedrich Bucholz is available in Hugh J Rose Henry J Rose and Thomas Wright ed s A New General Biographical Dictionary London England 1857 vol 5 page 186 Biographical information about C F Bucholz is also available in German on line at Allgemeine Deutsche Biographie Some other early investigators who also extracted the active component of peppers Benjamin Maurach 1816 Pharmaceutisch chemische Untersuchung des spanischen Pfeffers Pharmaceutical chemical investigation of Spanish peppers Berlinisches Jahrbuch fur die Pharmacie vol 17 pages 63 73 Abstracts of Maurach s paper appear in i Repertorium fur die Pharmacie vol 6 page 117 119 1819 ii Allgemeine Literatur Zeitung vol 4 no 18 page 146 Feb 1821 iii Spanischer oder indischer Pfeffer System der Materia medica vol 6 pages 381 386 1821 this reference also contains an abstract of Bucholz s analysis of peppers French chemist Henri Braconnot 1817 Examen chemique du Piment de son principe acre et de celui des plantes de la famille des renonculacees Chemical investigation of the chili pepper of its pungent principle constituent component and of that of plants of the family Ranunculus Annales de Chemie et de Physique vol 6 pages 122 131 Danish geologist Johann Georg Forchhammer in Hans C Oersted 1820 Sur la decouverte de deux nouveaux alcalis vegetaux On the discovery of two new plant alkalis Journal de physique de chemie d histoire naturelle et des arts vol 90 pages 173 174 German apothecary Ernst Witting 1822 Considerations sur les bases vegetales en general sous le point de vue pharmaceutique et descriptif de deux substances la capsicine et la nicotianine Thoughts on the plant bases in general from a pharmaceutical viewpoint and description of two substances capsicin and nicotine Beitrage fur die pharmaceutische und analytische Chemie vol 3 pages 43ff In a series of articles J C Thresh obtained capsaicin in almost pure form J C Thresh 1876 Isolation of capsaicin The Pharmaceutical Journal and Transactions 3rd series vol 6 pages 941 947 J C Thresh 8 July 1876 Capsaicin the active principle in Capsicum fruits The Pharmaceutical Journal and Transactions 3rd series vol 7 no 315 pages 21 ff Note This article is summarized in Capsaicin the active principle in Capsicum fruits The Analyst vol 1 no 8 pages 148 149 1876 In The Pharmaceutical Journal and Transactions volume 7 see also pages 259ff and 473 ff and in vol 8 see pages 187ff Year Book of Pharmacy 1876 pages 250 and 543 J C Thresh 1877 Note on Capsaicin Year Book of Pharmacy pages 24 25 J C Thresh 1877 Report on the active principle of Cayenne pepper Year Book of Pharmacy pages 485 488 Obituary notice of J C Thresh John Clough Thresh M D D Sc and D P H The British Medical Journal vol 1 no 3726 pages 1057 1058 4 June 1932 J King H Wickes Felter J Uri Lloyd 1905 A King s American Dispensatory Eclectic Medical Publications ISBN 1888483024 xangxingthwip aekikh Dray A 1992 Mechanism of action of capsaicin like molecules on sensory neurons Life Sci 51 23 1759 65 doi 10 1016 0024 3205 92 90045 Q PMID 1331641 Garnanez RJ McKee LH 2001 Temporal effectiveness of sugar solutions on mouth burn by capsaicin IFT Annual Meeting 2001 Henkin R 1991 Cooling the burn from hot peppers JAMA 266 19 2766 doi 10 1001 jama 266 19 2766b PMID 1942431 Unknown parameter month ignored help Nasrawi CW Pangborn RM 1990 Temporal effectiveness of mouth rinsing on capsaicin mouth burn Physiol Behav 47 4 617 23 doi 10 1016 0031 9384 90 90067 E PMID 2385629 Unknown parameter month ignored help Tewksbury JJ Nabhan GP 2001 Seed dispersal Directed deterrence by capsaicin in chilies Nature 412 6845 403 4 doi 10 1038 35086653 PMID 11473305 Unknown parameter month ignored help Kirifides ML Kurnellas MP Clark L Bryant BP 2004 Calcium responses of chicken trigeminal ganglion neurons to methyl anthranilate and capsaicin J Exp Biol 207 Pt 5 715 22 doi 10 1242 jeb 00809 PMID 14747403 Unknown parameter month ignored help CS1 maint multiple names authors list link Tarantula Venom Chili Peppers Have Same Bite Study Finds http news nationalgeographic com news 2006 11 061108 tarantula venom html Minna M Hamalainen Alberto Subieta Christopher Arpey Timothy J Brennan Differential Effect of Capsaicin Treatment on Pain Related Behaviors After Plantar Incision The Journal of Pain 10 6 2009 637 645 bthkhwamekiywkbekhminiyngepnokhrng khunsamarthchwywikiphiediyidodyephimkhxmul duephimthi sthaniyxy ekhmiekhathungcak https th wikipedia org w index php title aekhpesxisin amp oldid 6855991, wikipedia, วิกิ หนังสือ, หนังสือ, ห้องสมุด,

บทความ

, อ่าน, ดาวน์โหลด, ฟรี, ดาวน์โหลดฟรี, mp3, วิดีโอ, mp4, 3gp, jpg, jpeg, gif, png, รูปภาพ, เพลง, เพลง, หนัง, หนังสือ, เกม, เกม