Ketcher 10181912482D 1   1.00000     0.00000     0

 11 12  0     0  0            999 V2000
    6.8452    1.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9793    0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9793   -0.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452   -0.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7113   -0.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7113    0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452    2.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1132    1.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2471    0.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452   -1.5942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5773    0.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  2  3  2  0     0  0
  3  4  1  0     0  0
  4  5  1  0     0  0
  5  6  1  0     0  0
  1  6  1  0     0  0
  1  7  2  0     0  0
  2  8  1  0     0  0
  8  9  1  0     0  0
  4 10  2  0     0  0
  6 11  1  6     0  0
  5 11  1  6     0  0
M  END
> <ID>
CHEBI:145110

> <NAME>
phyllostine

> <DEFINITION>
An epoxide resulting from epoxidation of the 5-6 double bond of 2-(hydroxymethyl)-1,4-benzoquinone (the 5S,6R enantiomer).

> <STAR>
3

> <SYNONYM>
phyllostine; epoxygentisylquinone; 5,6-epoxygentisylquinone; (-)-phyllostine

> <IUPAC_NAME>
(1R,6S)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione

> <FORMULA>
C7H6O4

> <MASS>
154.121

> <MONOISOTOPIC_MASS>
154.02661

> <CHARGE>
0

> <SMILES>
C1(C(=CC([C@@H]2[C@H]1O2)=O)CO)=O

> <INCHI>
InChI=1S/C7H6O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,6-8H,2H2/t6-,7+/m1/s1

> <INCHIKEY>
PLELZLHJHUZIGY-RQJHMYQMSA-N

> <CAS_REGISTRY_NUMBER>
27270-89-9

> <CHEMIDPLUS>
27270-89-9

> <METACYC_ACCESSION>
CPD-16724

> <PUBMED_CITATION>
22312735; 23678814; 2605253; 28441516; 418806; 43192; 508294

$$$$