Ketcher 01221815592D 1   1.00000     0.00000     0

 18 19  0     0  0            999 V2000
    7.2011   -4.6117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0671   -3.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9331   -4.6117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0671   -4.1117    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.0671   -5.1116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9331   -7.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7992   -7.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7992   -6.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9331   -5.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670   -6.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670   -7.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7502   -5.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7502   -7.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3381   -6.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0593   -4.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0373   -4.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3463   -3.6927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3244   -3.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0     0  0
  4  2  2  0     0  0
  4  3  1  0     0  0
  4  5  1  0     0  0
  7  6  1  0     0  0
  7 13  1  0     0  0
  8  7  2  0     0  0
  8 12  1  0     0  0
  8  9  1  0     0  0
  9 10  2  0     0  0
 10 11  1  0     0  0
  6 11  2  0     0  0
 12 14  2  0     0  0
 12 15  1  0     0  0
 13 14  1  0     0  0
 15 16  1  0     0  0
 16 17  1  0     0  0
  9  3  1  0     0  0
 17 18  1  0     0  0
M  END
> <ID>
CHEBI:139505

> <NAME>
baeocystin

> <DEFINITION>
A tryptamine alkaloid that is N-methyltryptamine carrying an additional phosphoryloxy substituent at position 4.

> <STAR>
3

> <SYNONYM>
N-desmethylpsilocybin; 4-hydroxy-N-methyltryptamine phosphate; 4-hydroxy-N-methyltryptamine 4-phosphate

> <IUPAC_NAME>
3-[2-(methylamino)ethyl]-1H-indol-4-yl dihydrogen phosphate

> <FORMULA>
C11H15N2O4P

> <MASS>
270.222

> <MONOISOTOPIC_MASS>
270.07694

> <CHARGE>
0

> <SMILES>
OP(=O)(OC=1C2=C(C=CC1)NC=C2CCNC)O

> <INCHI>
InChI=1S/C11H15N2O4P/c1-12-6-5-8-7-13-9-3-2-4-10(11(8)9)17-18(14,15)16/h2-4,7,12-13H,5-6H2,1H3,(H2,14,15,16)

> <INCHIKEY>
WTPBXXCVZZZXKR-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
21420-58-6

> <REAXYS_REGISTRY_NUMBER>
488756

> <CHEMIDPLUS>
21420-58-6

> <METACYC_ACCESSION>
CPD-20579

> <PUBMED_CITATION>
17269025; 17269094; 17342589; 2614674; 28929753; 556766; 5684732; 600026; 6067681; 7967658; 8207663; 9511859

$$$$