ACD/Labs07012210492D

 27 30  0  0  1  0  0  0  0  0  1 V2000
   30.1105   -6.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2632   -6.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1105   -4.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9638   -6.9268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4161   -6.2665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2574   -8.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8229   -4.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2514   -4.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8229   -6.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5690   -6.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4042   -4.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4042   -8.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.6759   -6.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5690   -8.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4102  -10.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5471   -6.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1226   -7.5692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.5603  -10.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2717  -11.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2657  -12.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2696  -10.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1837  -11.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7858   -8.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9516  -10.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5544  -12.2961    0.0000 O   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
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  2  0  0  0  0
  9 14  2  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  1  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
 12 15  1  0  0  0  0
 17 18  2  0  0  0  0
  2 19  1  6  0  0  0
 16 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 25  2  0  0  0  0
 25 26  1  0  0  0  0
 20 27  1  0  0  0  0
M  END
> <ID>
CHEBI:17037

> <NAME>
(19E)-geissoschizine

> <DEFINITION>
An indole alkaloid with formula C21H24N2O3. It is a biosynthetic precursor for a variety of monoterpenoid indole alkaloids.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:5282; CHEBI:14292; CHEBI:24201

> <SYNONYM>
geissoschizine; Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16Z,19E)-; 19E-geissoschizine; (19E)-geissoschizine; (16Z,19E)-17-hydroxy-16-methoxycarbonyl-16,19-didehydro-corynane; (+)-geissoschizine

> <IUPAC_NAME>
methyl (16Z,19E)-17-hydroxycoryna-16,19-dien-16-carboxylate

> <FORMULA>
C21H24N2O3

> <MASS>
352.434

> <MONOISOTOPIC_MASS>
352.17869

> <CHARGE>
0

> <SMILES>
[H][C@@]12C[C@H](\C(=C\O)C(=O)OC)\C(CN1CCC1=C2NC2=CC=CC=C12)=C/C

> <INCHI>
InChI=1S/C21H24N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,12,16,19,22,24H,8-11H2,1-2H3/b13-3-,17-12-/t16-,19-/m0/s1

> <INCHIKEY>
WKWHYFHGTWZCLM-KGZWXYIYSA-N

> <CAS_REGISTRY_NUMBER>
439-66-7

> <CHEMIDPLUS>
439-66-7

> <KEGG_COMPOUND_ACCESSION>
C02151

> <KNAPSACK_ACCESSION>
C00051968

> <METACYC_ACCESSION>
GEISSOSCHIZINE

> <PUBMED_CITATION>
10822538; 12683825; 28467090; 28754932; 29147812; 29511102; 29575642; 29942076

$$$$