Mrv0541 01221411272D          

 23 24  0  0  1  0            999 V2000
   10.1481   -4.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4336   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4336   -5.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8625   -5.4632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5770   -5.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2914   -5.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7356   -6.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1481   -5.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5606   -6.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8625   -4.6382    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8625   -3.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5770   -4.2257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5770   -3.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2915   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0355   -2.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5770   -5.0507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2915   -2.1633    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5770   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2914   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0760   -6.2601    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0059   -4.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5770   -0.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7040   -1.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  8  1  0  0  0  0
  8  4  1  0  0  0  0
 12 10  1  0  0  0  0
 10  4  1  0  0  0  0
  5  4  1  0  0  0  0
 12 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6 19  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  1  0  0  0
 12 16  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 17  1  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  0  0  0  0
  4 20  1  6  0  0  0
 19 21  2  0  0  0  0
 18 22  2  0  0  0  0
 17 23  1  6  0  0  0
M  END
> <ID>
CHEBI:76945

> <NAME>
manool

> <DEFINITION>
A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13.

> <STAR>
3

> <SYNONYM>
manool; labda-8(17),14-dien-13(R)-ol; (5S,9S,10S,13R)-labda-8(17),14-dien-13-ol; (13R)-manool; (13R)-labda-8(27),14-dien-13-ol; (13R)-Labda-8(20),14-dien-13-ol; (+)-manool

> <IUPAC_NAME>
(3R)-3-methyl-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl]pent-1-en-3-ol

> <FORMULA>
C20H34O

> <MASS>
290.48340

> <MONOISOTOPIC_MASS>
290.26097

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m0/s1

> <INCHIKEY>
CECREIRZLPLYDM-QGZVKYPTSA-N

> <CAS_REGISTRY_NUMBER>
596-85-0

> <REAXYS_REGISTRY_NUMBER>
5273610

> <CHEMIDPLUS>
596-85-0

> <METACYC_ACCESSION>
CPD-14028

> <PUBMED_CITATION>
14695810; 20132046; 20397107; 20438328; 20839641; 21290071; 22040000; 22101836; 22834731; 23351362

$$$$