セファエリン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2018/01/15 10:46:27」(JST)
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Not to be confused with cephalin.
Cephaeline
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Names |
IUPAC name
(1R)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol
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Other names
Cepheline; Desmethylemetine; Dihydropsychotrine
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Identifiers |
CAS Number
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3D model (JSmol)
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ChemSpider |
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ECHA InfoCard |
100.006.902 |
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UNII |
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InChI
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InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23+,24-/m0/s1 Y
Key: DTGZHCFJNDAHEN-OZEXIGSWSA-N Y
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SMILES
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CC[C@H]1CN2CCc3cc(c(cc3[C@@H]2C[C@@H]1C[C@@H]4c5cc(c(cc5CCN4)O)OC)OC)OC
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Properties |
Chemical formula
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C28H38N2O4 |
Molar mass |
466.62 g·mol−1 |
Appearance |
White silky crystals |
Solubility in ethanol |
Soluble[vague] |
Hazards |
Main hazards |
Emetic / poisonous |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Y verify (what is YN ?) |
Infobox references |
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Cephaeline is an alkaloid that is found in Cephaelis ipecacuanha and other plant species including Psychotria acuminata.[1] Cephaeline induces vomiting by stimulating the stomach lining and is found in commercial products such as syrup of ipecac.[2] Chemically, it is closely related to emetine.
Poison treatment
Cephaeline in the form of syrup of ipecac was once commonly recommended as an emergency treatment for accidental poisoning, but its use has been phased out due to its ineffectiveness.[3]
References
- ^ Lara, Alfonso; Valverde, Roberto; Gomez, Luis; Hidalgo, Nancy (July 1, 2003). "Micropropagacion de la planta medicinal psychotria acuminata". Agronomía Costarricense. Retrieved 26 December 2009.
- ^ "Pharma Japan: Approval of 4 drugs including Seroquel recommended: CPAC panel". Chemical Business Newsbase. November 14, 2000. Retrieved 26 December 2009.
- ^ "Policy statement: Poison treatment in the home". Pediatrics. 112 (5): 1182–1185. November 2003. doi:10.1542/peds.112.5.1182. PMID 14595067. Retrieved 31 December 2009.
English Journal
- hERG Channel Blocking Ipecac Alkaloids Identified by Combined In Silico - In Vitro Screening.
- Kratz JM1, Mair CE1, Oettl SK2, Saxena P3, Scheel O4, Schuster D5, Hering S3, Rollinger JM1.
- Planta medica.Planta Med.2016 May 4. [Epub ahead of print]
- Human ether-a-go-go-related gene channel blocking is associated with QT interval prolongation and increased risk of potentially fatal arrhythmias. As natural products keep increasing in popularity, there is an urgent need for studies assessing human ether-a-go-go-related gene channel-related cardiot
- PMID 27145237
- Angustinine--a new benzopyridoquinolizine alkaloid from Alangium lamarckii.
- Chakraborty M1, Mukhopadhyay S.
- Natural product communications.Nat Prod Commun.2012 Sep;7(9):1169-70.
- A new benzopyridoquinolizine alkaloid, designated as angustinine (1), was isolated from the root bark of Alangium lamarckii Thwaites, along with the known ipecac alkaloid, emetine. Investigation of the stem bark of the same plant resulted in the isolation of another known ipecac alkaloid, cephaeline
- PMID 23074898
- [Rapid detection of alkaloids in Ipecac by direct analysis in real time tandem mass spectrometry (DART-MS/MS)].
- Sun L1, Hu X, Liu L, Jin H, Lin R.
- Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.Zhongguo Zhong Yao Za Zhi.2012 May;37(10):1426-30.
- OBJECTIVE: To detect alkaloids in Ipecac by direct analysis in real time tandem mass spectrometry (DART-MS) without pre-treatment and chromatographic separation.METHOD: Under the optimum conditions, DART-MS characteristic spectra were collected for tablet of Ipecac powder, Ipecac stems and leaves by
- PMID 22860455
Japanese Journal
- Molecular Cloning of an O-Methyltransferase from Adventitious Roots of Carapichea ipecacuanha
- Cheong Bo Eng,Takemura Tomoya,Yoshimatsu Kayo [他],SATO Fumihiko
- Bioscience, biotechnology, and biochemistry 75(1), 107-113, 2011-01-23
- … The encoded protein (CiOMT1) showed 98% sequence identity to IpeOMT2, which catalyzes the 7′-O-methylation of 7′-O-demethylcephaeline to form cephaeline at the penultimate step of emetine biosynthesis (Nomura and Kutchan, J. …
- NAID 10027896875
- Studies for the Emetic Mechanisms ofIpecac Syrup (TJN-119) and Its Active Components in Ferrets: Involvement of 5-Hydroxytryptamine Receptors
- Hasegawa Masayuki,Sasaki Toshinobu,Sadakane Koichi [他],TABUCHI Masahiro,TAKEDA Yasunori,KIMURA Masayuki,FUJII Yuichi
- The Japanese journal of pharmacology 89(2), 113-119, 2002-06-01
- … Ipecac syrup, prepared from a galentical ipecac, contains the nauseant alkaloids cephaeline and emetine. …
- NAID 130000078493
- High-performance liquid chromatographic assay with fluorescence detection for the determination of cephaeline and emetine in human plasma and urine
- ASANO Takayuki,SADAKANE Chiharu,ISHIHARA Kazuhisa,YANAGISAWA Toshihiko,KIMURA Masayuki,KAMEI Hideo
- Journal of chromatography. B, Biomedical sciences and applications 757(2), 197-206, 2001-06-15
- NAID 10012244103
Related Links
- Cephaeline | C28H38N2O4 | CID 442195 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. ... Use of the ...
- Looking for online definition of Cephaeline in the Medical Dictionary? Cephaeline explanation free. What is Cephaeline? Meaning of Cephaeline medical term. What does Cephaeline mean? Cephaeline | definition of Cephaeline by ...
- ChemFaces is Reference Standard and high-purity Natural Products Manufacturer of Cephaeline(CFN93317) CAS no.:483-17-0 ... * Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via ...
Related Pictures
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