Ketcher 10081809412D 1   1.00000     0.00000     0

 20 21  0     1  0            999 V2000
   16.7511   -3.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7778   -4.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7778   -5.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7511   -5.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3526   -4.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8044   -3.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2029   -4.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8044   -5.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3761   -4.5663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4882   -2.7650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0673   -2.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7778   -3.0311    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7858   -5.9722    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9867   -6.0295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9182   -5.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0319   -5.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1457   -5.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2594   -5.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3731   -5.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4869   -5.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  2  3  1  0     0  0
  3  4  1  0     0  0
  4  5  1  0     0  0
  5  1  1  0     0  0
  2  6  1  0     0  0
  6  7  1  0     0  0
  7  8  1  0     0  0
  8  3  1  0     0  0
  5  9  2  0     0  0
  6 10  2  0     0  0
  1 11  2  0     0  0
  2 12  1  6     0  0
  3 13  1  6     0  0
  8 14  1  0     0  0
  8 15  1  1     0  0
 15 16  1  0     0  0
 16 17  1  0     0  0
 17 18  1  0     0  0
 18 19  1  0     0  0
 19 20  1  0     0  0
M  END
> <ID>
CHEBI:141338

> <NAME>
sporothriolide

> <DEFINITION>
A furofuran that is (3aR,6aR)-hexahydrofuro[3,4-b]furan substituted by an oxo group at positions 2 and 4, methylene group at position 3 and by an hexyl group at position 6. It is a metabolite isolated from several species of fungi.

> <STAR>
3

> <IUPAC_NAME>
(3aS,6R,6aR)-6-hexyl-3-methylenetetrahydrofuro[3,4-b]furan-2,4-dione

> <FORMULA>
C13H18O4

> <MASS>
238.280

> <MONOISOTOPIC_MASS>
238.12051

> <CHARGE>
0

> <SMILES>
C1([C@]2([C@@](OC1=O)([C@@](OC2=O)([H])CCCCCC)[H])[H])=C

> <INCHI>
InChI=1S/C13H18O4/c1-3-4-5-6-7-9-11-10(13(15)16-9)8(2)12(14)17-11/h9-11H,2-7H2,1H3/t9-,10+,11+/m1/s1

> <INCHIKEY>
AENZSPQGLJVLND-VWYCJHECSA-N

> <CAS_REGISTRY_NUMBER>
154799-92-5

> <REAXYS_REGISTRY_NUMBER>
6808451

> <CHEMIDPLUS>
154799-92-5

> <KNAPSACK_ACCESSION>
C00016931

> <PUBMED_CITATION>
11483061; 25379335; 27017876; 29043802; 8119853

$$$$