Marvin  06121311472D          

 11 11  0  0  0  0            999 V2000
    3.7040   -2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7040   -3.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9885   -2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4128   -2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9885   -4.2092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283   -2.9605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4092   -1.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -3.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817   -5.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438   -2.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  7 11  1  0  0  0  0
  6  9  1  0  0  0  0
M  END
> <ID>
CHEBI:2814

> <NAME>
arecoline

> <DEFINITION>
A tetrahydropyridine that is 1,2,5,6-tetrahydropyridine with a methyl group at position 1, and a methoxycarbonyl group at position 3. An alkaloid found in the areca nut, it acts as an agonist of muscarinic acetylcholine.

> <STAR>
3

> <SYNONYM>
methylarecaidin; methylarecaiden; arekolin; arecholine; arecaline; arecaidine methyl ester

> <IUPAC_NAME>
methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate

> <FORMULA>
C8H13NO2

> <MASS>
155.19430

> <MONOISOTOPIC_MASS>
155.09463

> <CHARGE>
0

> <SMILES>
COC(=O)C1=CCCN(C)C1

> <INCHI>
InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3

> <INCHIKEY>
HJJPJSXJAXAIPN-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
63-75-2

> <REAXYS_REGISTRY_NUMBER>
123045

> <CHEMIDPLUS>
63-75-2

> <DRUGBANK_ACCESSION>
DB04365

> <KEGG_COMPOUND_ACCESSION>
C10129

> <KNAPSACK_ACCESSION>
C00002020

> <LINCS_ACCESSION>
LSM-15214

> <WIKIPEDIA_ACCESSION>
Arecoline

> <PUBMED_CITATION>
21809341; 22493525; 23525646; 23895157

$$$$