Marvin  09210715042D          

 13 14  0  0  1  0            999 V2000
    1.4289    0.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.4234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.4016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  1  0  0  0
  4  5  1  0  0  0  0
  5 11  1  1  0  0  0
  6  5  1  0  0  0  0
  6 12  1  6  0  0  0
  2  7  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
  1  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <ID>
CHEBI:46702

> <NAME>
(-)-geosmin

> <DEFINITION>
The (−)-stereoisomer of geosmin, having 4S,4aS,8aR configuration.

> <STAR>
3

> <SYNONYM>
trans-1,10-dimethyl-trans-decalol; trans-1,10-Dimethyl-trans-9-decalol; octahydro-4alpha,8abeta-dimethyl-4aalpha(2H)-naphthol; Geosmin; (4S-(4alpha,4aalpha,8abeta))-octahydro-4,8a-dimethyl-4a(2H)-naphthol; (-)-Geosmin; (-)-geosmin

> <IUPAC_NAME>
(4S,4aS,8aR)-4,8a-dimethyloctahydronaphthalen-4a(2H)-ol

> <FORMULA>
C12H22O

> <MASS>
182.30248

> <MONOISOTOPIC_MASS>
182.16707

> <CHARGE>
0

> <SMILES>
C[C@H]1CCC[C@@]2(C)CCCC[C@]12O

> <INCHI>
InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m0/s1

> <INCHIKEY>
JLPUXFOGCDVKGO-TUAOUCFPSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
4656415

> <CAS_REGISTRY_NUMBER>
19700-21-1

> <CHEMIDPLUS>
19700-21-1

> <KEGG_COMPOUND_ACCESSION>
C16286

> <KNAPSACK_ACCESSION>
C00013224

> <PUBMED_CITATION>
16787064

$$$$