Coclaurine
Names
Preferred IUPAC name
(1S )-1-[(4-Hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Identifiers
CAS Number
486-39-5 Y
3D model (JSmol)
ChemSpider
KEGG
C06161 Y
UNII
CW1576313Y Y
DTXSID60197561
InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1
Key: LVVKXRQZSRUVPY-HNNXBMFYSA-N
InChI=1/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1
Key: LVVKXRQZSRUVPY-HNNXBMFYBJ
COC1=C(C=C2[C@@H](NCCC2=C1)CC3=CC=C(C=C3)O)O
Properties
Chemical formula
C 17 H 19 N O 3
Molar mass
285.343 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Coclaurine is a nicotinic acetylcholine receptor antagonist[1] which has been isolated from a variety of plant sources including Nelumbo nucifera , Sarcopetalum harveyanum ,[2] Ocotea duckei ,[3] and others. It belongs to the class of tetrahydroisoquinoline alkaloids. Dimerization of coclaurine leads to the biscoclaurine alkaloids such as cepharanthine.
^ https://www.researchgate.net/profile/Matthew_Cheesman4/publication/303689274_Oceania_Antidepressant_Medicinal_Plants/links/5aa85083a6fdcc1b59c63bda/Oceania-Antidepressant-Medicinal-Plants.pdf [bare URL PDF ]
^ Sowemimo BO, Beal JL, Doskotch RW, Svoboda GH (1972). "The isolation of stepharine and coclaurine from Sarcopetalum harveyanum". Lloydia . 35 (1): 90–91. PMID 5037484.
^ I.G da Silva; J.M Barbosa-Filho; M.S da Silva; C.D.G de Lacerda; E.V.L da-Cunha (2002). "Coclaurine from Ocotea duckei". Biochemical Systematics and Ecology . 30 (9): 881–883. Bibcode:2002BioSE..30..881D. doi:10.1016/s0305-1978(02)00024-8.
Last Update: 2023-12-22T19:26:29Z
Coclaurine is a nicotinic acetylcholine receptor antagonist which has been isolated from a variety of plant sources including Nelumbo nucifera, Sarcopetalum...
Word Count : 143
Last Update: 2023-12-10T00:48:06Z
The molecular formula C17H19NO3 may refer to: Aposcopolamine Chavicine Coclaurine Hydromorphone Morphine Norcodeine Norhydrocodone Piperine A track on the...
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Last Update: 2024-05-15T06:45:51Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase uses S-adenosyl methionine and 3'-hydroxy-N-methyl-(S)-coclaurine to produce S-adenosylhomocysteine...
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Last Update: 2024-05-27T19:57:22Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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Last Update: 2024-05-30T12:34:56Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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Last Update: 2024-05-31T22:59:01Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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Last Update: 2024-05-25T10:45:05Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 1924
Last Update: 2024-05-11T09:25:39Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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Last Update: 2024-05-24T22:08:48Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 5322
Last Update: 2024-05-24T16:49:45Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 4697
Last Update: 2024-05-29T13:37:16Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 7753
Last Update: 2024-05-13T18:48:39Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 2388
Last Update: 2024-04-06T20:33:11Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 2618
Last Update: 2024-05-23T00:14:08Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 1350
Last Update: 2024-05-27T12:02:33Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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Last Update: 2024-03-17T12:38:52Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 456
Last Update: 2024-05-24T20:33:34Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 7672
Last Update: 2024-05-24T21:03:13Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 5151
Last Update: 2024-05-30T07:55:44Z
(lotus robe). The flavonol miquelianin, as well as the alkaloids (+)-(1R)-coclaurine and (−)-(1S)-norcoclaurine, can be found in the leaves of N. nucifera...
Word Count : 7783
Last Update: 2024-02-12T02:50:28Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
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Last Update: 2024-05-15T22:23:24Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 2867
Last Update: 2024-02-20T08:02:16Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 1727
Last Update: 2023-11-20T12:54:52Z
Candocuronium iodide (chandonium iodide) Chlorisondamine Cisatracurium Coclaurine Coronaridine Curare Cyclopropane Dacuronium bromide Decamethonium Dehydronorketamine...
Word Count : 4232