Marvin  03261313062D          

 21 24  0  0  0  0            999 V2000
    3.1202   -6.5998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1202   -7.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -6.5988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8260   -6.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5368   -7.4199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8264   -7.8276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8278   -8.6402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -9.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -7.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3972   -6.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -8.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -8.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773   -7.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000   -8.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458   -7.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367   -6.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -7.0042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -5.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -4.8478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
 11  9  1  0  0  0  0
  6 10  1  1  0  0  0
  7 12  1  0  0  0  0
  1 13  1  6  0  0  0
  1  2  1  0  0  0  0
 12 15  1  0  0  0  0
 14 15  1  0  0  0  0
  1  4  1  0  0  0  0
  5 16  1  1  0  0  0
  2  6  1  0  0  0  0
 16 17  2  0  0  0  0
 16 14  1  0  0  0  0
  5  3  1  0  0  0  0
  3 18  1  6  0  0  0
  3  4  1  0  0  0  0
  3 19  1  0  0  0  0
  5  6  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
  5  9  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <ID>
CHEBI:66603

> <NAME>
lycojapodine A

> <DEFINITION>
An alkaloid isolated from the club moss Lycopodium japonicum and has been shown to exhibit acetylcholinesterase inhibitory and anti-HIV-1 activity.

> <STAR>
3

> <SYNONYM>
(-)-lycojapodine A

> <IUPAC_NAME>
(5aR,6S,8R,9aS)-8-methylhexahydro-9a,6-(epoxyethano)-1,5a-propano-1-benzazepine-5,11(2H)-dione

> <FORMULA>
C16H23NO3

> <MASS>
277.35870

> <MONOISOTOPIC_MASS>
277.16779

> <CHARGE>
0

> <SMILES>
[H][C@]12C[C@@H](C)C[C@@]3(OC(=O)C1)N1CCCC(=O)[C@]23CCC1

> <INCHI>
InChI=1S/C16H23NO3/c1-11-8-12-9-14(19)20-16(10-11)15(12)5-3-7-17(16)6-2-4-13(15)18/h11-12H,2-10H2,1H3/t11-,12+,15+,16+/m1/s1

> <INCHIKEY>
QZNUIODTYIUAMN-KNPMLCFXSA-N

> <REAXYS_REGISTRY_NUMBER>
23048623

> <PUBMED_CITATION>
19245240; 20095616; 22924746; 22973823

$$$$