Ketcher 01262110162D 1   1.00000     0.00000     0

 18 19  0     0  0            999 V2000
   15.5012   -6.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6351   -6.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6351   -5.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7691   -6.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9031   -6.3070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0370   -6.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0370   -7.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9031   -8.3071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7691   -7.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6351   -8.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1710   -8.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3051   -7.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3051   -6.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4391   -6.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5731   -6.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5731   -7.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4391   -8.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7069   -6.3070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  2  3  1  0     0  0
  2  4  1  0     0  0
  4  5  2  0     0  0
  5  6  1  0     0  0
  6  7  2  0     0  0
  7  8  1  0     0  0
  8  9  1  0     0  0
  9  4  1  0     0  0
  9 10  2  0     0  0
  7 11  1  0     0  0
 11 12  1  0     0  0
 12 13  2  0     0  0
 13 14  1  0     0  0
 14 15  2  0     0  0
 15 16  1  0     0  0
 16 17  2  0     0  0
 17 12  1  0     0  0
 15 18  1  0     0  0
M  END
> <ID>
CHEBI:167319

> <NAME>
tyrvalin

> <DEFINITION>
A member of the class of pyrazinones that is pyrazin-2(1H)-one substituted by an isopropyl and (4-hydroxyphenyl)methyl groups at positions 3 and 6, respectively. It is a natural product found in Staphylococcus aureus.

> <STAR>
3

> <SYNONYM>
aureusimine A; aureusamine A; 6-[(4-hydroxyphenyl)methyl]-3-isopropyl-1H-pyrazin-2-one; 6-[(4-hydroxyphenyl)methyl]-3-(propan-2-yl)pyrazin-2(1H)-one; 6-[(4-hydroxyphenyl)methyl]-3-(propan-2-yl)-1,2-dihydropyrazin-2-one; 6-[(4-hydroxyphenyl)methyl]-3-(1-methylethyl)-2(1H)-pyrazinone; 6-(4-hydroxybenzyl)-3-isopropylpyrazin-2(1H)-one

> <IUPAC_NAME>
6-(4-hydroxybenzyl)-3-(propan-2-yl)pyrazin-2(1H)-one

> <FORMULA>
C14H16N2O2

> <MASS>
244.294

> <MONOISOTOPIC_MASS>
244.12118

> <CHARGE>
0

> <SMILES>
CC(C)C1=NC=C(CC2=CC=C(O)C=C2)NC1=O

> <INCHI>
InChI=1S/C14H16N2O2/c1-9(2)13-14(18)16-11(8-15-13)7-10-3-5-12(17)6-4-10/h3-6,8-9,17H,7H2,1-2H3,(H,16,18)

> <INCHIKEY>
OVNQNQOVBVQZCE-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
1244033-70-2

> <PUBMED_CITATION>
20522739; 20851341; 21209955; 22808288; 23070851; 23302043; 30821453; 31455639

$$$$