Ketcher 07192111172D 1   1.00000     0.00000     0

 22 23  0     0  0            999 V2000
   -0.8324   -1.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983   -1.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644   -1.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983   -0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304   -1.3090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5642   -2.8088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5642    0.1913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304   -0.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0338   -0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9848    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9848   -1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939   -2.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726   -0.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0338   -1.3090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0727    0.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    0.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0729    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5727    0.9229    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.0726    0.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  0     0  0
  1  2  1  0     0  0
  2  3  2  0     0  0
  2  4  1  0     0  0
  3  5  1  0     0  0
  3  6  1  0     0  0
  4  7  2  0     0  0
  5  8  2  0     0  0
  8  9  1  0     0  0
  7  8  1  0     0  0
 11 14  1  0     0  0
 11 10  1  0     0  0
 14 12  2  0     0  0
 12 16  1  0     0  0
 16 10  2  0     0  0
 12 13  1  0     0  0
 14 15  1  0     0  0
 15 17  1  0     0  0
 17 18  1  0     0  0
 18 21  1  0     0  0
 21 20  1  0     0  0
 21 19  2  0     0  0
 21 22  1  0     0  0
M  CHG  1  16   1
M  END
> <ID>
CHEBI:9533

> <NAME>
thiamine(1+) monophosphate

> <DEFINITION>
A thiamine phosphate that is thiamin(1+) in which the hydroxy group is replaced by a phosphate group.

> <STAR>
3

> <SYNONYM>
vitamin B1 phosphate; vitamin B1 monophosphate; TMP; thiamine phosphate; thiamine monophosphate; thiamin phosphate; thiamin monophosphate; 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazolium; 2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate; 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate; 2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate

> <IUPAC_NAME>
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazol-3-ium

> <FORMULA>
C12H18N4O4PS

> <MASS>
345.330

> <MONOISOTOPIC_MASS>
345.07809

> <CHARGE>
1

> <SMILES>
CC1=C(CCOP(O)(O)=O)SC=[N+]1CC1=C(N)N=C(C)N=C1

> <INCHI>
InChI=1S/C12H17N4O4PS/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19)/p+1

> <INCHIKEY>
HZSAJDVWZRBGIF-UHFFFAOYSA-O

> <BEILSTEIN_REGISTRY_NUMBER>
3916670

> <CAS_REGISTRY_NUMBER>
10023-48-0

> <GMELIN_REGISTRY_NUMBER>
1063443

> <REAXYS_REGISTRY_NUMBER>
3916670

> <DRUGBANK_ACCESSION>
DB03416

> <KEGG_COMPOUND_ACCESSION>
C01081

> <KNAPSACK_ACCESSION>
C00019628

> <PDBECHEM_ACCESSION>
TPS

> <WIKIPEDIA_ACCESSION>
Thiamine_monophosphate

> <AGRICOLA_CITATION>
IND44260777; IND44724844

> <PUBMED_CITATION>
10350464; 11513589; 11997266; 12111441; 12742126; 16170809; 16666289; 16962976; 18177053; 18311927; 20968298; 22226942; 22768031; 24583237; 25816604; 26639844; 27677881; 27920295; 28346710; 28372200; 30867460; 31593619; 32505772

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