Ketcher 08111509572D 1   1.00000     0.00000     0

  8  8  0     0  0            999 V2000
   -6.0631   -2.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7790   -1.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385   -2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9361   -2.8757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2917   -0.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4486   -2.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7812   -1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1574   -0.6207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0     0  0
  3  1  1  0     0  0
  4  1  2  0     0  0
  5  2  2  0     0  0
  6  3  1  0     0  0
  7  2  1  0     0  0
  7  6  1  0     0  0
  7  8  1  1     0  0
M  END
> <ID>
CHEBI:87123

> <NAME>
tulipalin B

> <DEFINITION>
A member of the class of butan-4-olides that is 3-methylidenebutan-4-olide carrying an additional hydroxy substituent at position 4 (the 4R-enantiomer)

> <STAR>
3

> <SYNONYM>
tulipalin B; alpha-methylene-beta-hydroxy-gamma-butyrolactone; 2-methylene-3-hydroxy-gamma-butyrolactone; (+)-Tulipalin B

> <IUPAC_NAME>
(4R)-4-hydroxy-3-methylideneoxolan-2-one

> <FORMULA>
C5H6O3

> <MASS>
114.09930

> <MONOISOTOPIC_MASS>
114.03169

> <CHARGE>
0

> <SMILES>
O[C@H]1COC(=O)C1=C

> <INCHI>
InChI=1S/C5H6O3/c1-3-4(6)2-8-5(3)7/h4,6H,1-2H2/t4-/m0/s1

> <INCHIKEY>
BFLSLERVRLOFCX-BYPYZUCNSA-N

> <CAS_REGISTRY_NUMBER>
95529-89-8

> <KNAPSACK_ACCESSION>
C00036320

> <METACYC_ACCESSION>
CPD-18287

> <PUBMED_CITATION>
19939419; 24317075; 25126881; 25997073

$$$$