Ketcher 09131722182D 1   1.00000     0.00000     0

 23 25  0     0  0            999 V2000
   11.4286  -10.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5626  -10.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5626  -11.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4286  -12.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2946  -11.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2946  -10.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1606  -10.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1606  -12.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0267  -11.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0267  -10.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0267   -8.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1606   -9.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8926  -10.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8926   -9.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9286  -13.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9286  -13.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2946  -12.9286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2946   -9.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1606  -11.4286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8926  -11.4286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3926   -8.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8926   -9.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5998  -10.1357    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  6  1  0     0  0
  1  6  1  0     0  0
  8  9  1  0     0  0
  9 10  1  0     0  0
  7 10  1  0     0  0
  5  8  1  0     0  0
  7  6  1  0     0  0
 11 12  1  0     0  0
 13 14  1  0     0  0
 11 14  1  0     0  0
 12  7  1  0     0  0
 10 13  1  0     0  0
  4 15  1  0     0  0
  4 16  1  0     0  0
  5 17  1  6     0  0
  6 18  1  1     0  0
  7 19  1  6     0  0
 10 20  1  1     0  0
 14 21  1  1     0  0
 14 22  1  0     0  0
 22 23  2  0     0  0
M  END
> <ID>
CHEBI:138166

> <NAME>
nezukol

> <DEFINITION>
An isopimarane diterpenoid that is isopimarane in which the ethyl subtituent at position 13 has undergone formal dehydrogenation to the corresponding vinyl group, and in which the hydrogen at position 8 has been replaced by a hydroxy group. It has been found in the leaves of several plants, including Cryptomeria japonica and Isodon rubescens.

> <STAR>
3

> <SYNONYM>
nezukol; isopimar-15-en-8-ol; 8beta-hydroxyisopimarene; 8beta-hydroxyisopimar-15-ene

> <IUPAC_NAME>
(13alpha)-pimar-15-en-8-ol

> <FORMULA>
C20H34O

> <MASS>
290.484

> <MONOISOTOPIC_MASS>
290.26097

> <CHARGE>
0

> <SMILES>
C1CCC([C@]2([C@]1([C@@]3([C@@](CC2)(C[C@@](CC3)(C)C=C)O)[H])C)[H])(C)C

> <INCHI>
InChI=1S/C20H34O/c1-6-18(4)12-8-16-19(5)11-7-10-17(2,3)15(19)9-13-20(16,21)14-18/h6,15-16,21H,1,7-14H2,2-5H3/t15-,16+,18-,19-,20+/m0/s1

> <INCHIKEY>
IYDAPILQPCDHTO-HHUCQEJWSA-N

> <CAS_REGISTRY_NUMBER>
14699-32-2

> <REAXYS_REGISTRY_NUMBER>
2376046

> <METACYC_ACCESSION>
CPD-20251

> <NIST_CHEMISTRY_WEBBOOK>
14699-32-2

> <AGRICOLA_CITATION>
IND20603548; IND43895555

> <PUBMED_CITATION>
23714012; 24276129; 28445526

$$$$