CDK    9/10/12,15:49

 29 32  0  0  0  0  0  0  0  0999 V2000
    7.4545    0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2795    0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5345    1.5471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8670    2.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1997    1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0656   -0.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7245   -0.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6236    0.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3853   -0.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -2.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3532   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3497   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0585   -2.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7753   -1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7788   -0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4962   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4874   -2.1851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0538   -3.0007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6333   -1.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -2.5833    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6421   -2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153   -2.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864   -2.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0 
  2  3  1  0  0  0  0 
  3  4  1  0  0  0  0 
  7  1  1  0  0  0  0 
  1  8  1  1  0  0  0 
 14  6  1  0  0  0  0 
 15 16  1  0  0  0  0 
 16 17  1  0  0  0  0 
 17 18  1  0  0  0  0 
 18  6  1  0  0  0  0 
  8  9  1  0  0  0  0 
 18 19  1  6  0  0  0 
  6  9  1  1  0  0  0 
 17 20  2  0  0  0  0 
 10 11  1  0  0  0  0 
 16 21  1  1  0  0  0 
  4  5  2  0  0  0  0 
 14 22  1  1  0  0  0 
  5  1  1  0  0  0  0 
 15 23  1  6  0  0  0 
  6  7  1  0  0  0  0 
 12 24  1  0  0  0  0 
  1  2  1  0  0  0  0 
 12 25  1  0  0  0  0 
 10 13  1  0  0  0  0 
 11 26  1  6  0  0  0 
 11 12  1  0  0  0  0 
 26 27  1  0  0  0  0 
 12 15  1  0  0  0  0 
 27 28  1  0  0  0  0 
 14 13  1  0  0  0  0 
 27 29  2  0  0  0  0 
M  END
> <ID>
CHEBI:68026

> <NAME>
13-epi-Preleosibirone

> <DEFINITION>
A natural product found in Leonurus sibiricus. 

> <STAR>
2

> <SYNONYM>
3alpha-acetoxy-9alpha,13R; 15,16-diepoxy-6beta-hydroxy labd-14-en-7-one

> <FORMULA>
C22H32O6

> <MASS>
392.48590

> <MONOISOTOPIC_MASS>
392.21989

> <CHARGE>
0

> <SMILES>
[H][C@@]12[C@H](O)C(=O)[C@@H](C)[C@]3(CC[C@@]4(COC=C4)O3)[C@@]1(C)CC[C@@H](OC(C)=O)C2(C)C

> <INCHI>
InChI=1S/C22H32O6/c1-13-16(24)17(25)18-19(3,4)15(27-14(2)23)6-7-20(18,5)22(13)9-8-21(28-22)10-11-26-12-21/h10-11,13,15,17-18,25H,6-9,12H2,1-5H3/t13-,15-,17-,18+,20+,21-,22-/m1/s1

> <INCHIKEY>
PHNDFJBMMYOJPB-IYANZZNRSA-N

> <PUBMED_CITATION>
21375312

$$$$