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Asimilobine

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Asimilobine
Names
IUPAC name
1-Methoxy-12-nor-6aβ-aporphin-2-ol
Systematic IUPAC name
(6aS)-1-Methoxy-5,6,6a,7-tetrahydro-4H-benzo[i]perimidin-2-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3/t13-/m0/s1
    Key: NBDNEUOVIJYCGZ-ZDUSSCGKSA-N
  • InChI=1/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3/t13-/m0/s1
    Key: NBDNEUOVIJYCGZ-ZDUSSCGKBL
  • COC1=C(C=C2CCN[C@@H]3C2=C1C4=CC=CC=C4C3)O
Properties
C17H17NO2
Molar mass 267.328 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Asimilobine is an inhibitor of dopamine biosynthesis, and a serotonergic receptor antagonist.[2][3]

References

[edit]
  1. ^ "KNApSAcK Metabolite Information - C00025231". www.knapsackfamily.com.
  2. ^ Shoji, N; Umeyama, A; Saito, N; Iuchi, A; Takemoto, T; Kajiwara, A; Ohizumi, Y (1987). "Asimilobine and lirinidine, serotonergic receptor antagonists, from Nelumbo nucifera". Journal of Natural Products. 50 (4): 773–4. doi:10.1021/np50052a044. PMID 3430176.
  3. ^ Jin, CM; Lee, JJ; Kim, YK; Ryu, SY; Lim, SC; Hwang, BY; Lee, CK; Lee, MK (2008). "Effects of asimilobine on dopamine biosynthesis and l-DOPA-induced cytotoxicity in PC12 cells". Journal of Asian Natural Products Research. 10 (7–8): 747–55. doi:10.1080/10286020802030892. PMID 18696327. S2CID 47473525.