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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:35:50 UTC

Update Date

2022-03-07 02:54:56 UTC

HMDB ID

HMDB0036455

Secondary Accession Numbers

HMDB36455

Metabolite Identification

Common Name

Lacinilene C

Description

Lacinilene C belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Lacinilene C.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0036455
     RDKit          3D
Lacinilene C
 36 37  0  0  0  0  0  0  0  0999 V2000
    2.4475   -2.9669    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -1.5749    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5874   -1.3660    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -0.0516    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395    1.0162    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    0.7429    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.5209    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882   -0.7820   -0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    2.3830    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    3.1680   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    3.0461    1.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9906    2.4889    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130    3.6696    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8398    1.3198    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3744    0.0910    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -1.0759    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -1.8641   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046   -0.5410    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -3.2480    1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758   -3.1456   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6277   -3.6407   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0894   -2.2047    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    1.5866   -0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5896   -1.6905   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    4.1009   -1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464    2.6364   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867    3.4232   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647    2.6024    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122    1.5313    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908   -1.7230    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1851   -1.6803   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -2.9451   -0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4167   -1.4484   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    0.0430    1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    0.0265   -0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182   -1.4060    0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 15  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
M  END


  Mrv0541 05061309092D          

 18 19  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421   -1.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  8  1  0  0  0  0
 11  5  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  6  1  0  0  0  0
 15  4  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036455

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC(=O)C(C)(O)C2=CC(O)=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O3/c1-8(2)10-6-14(17)15(4,18)12-7-13(16)9(3)5-11(10)12/h5-8,16,18H,1-4H3

> <INCHI_KEY>
JLCJSBOHWRDWQW-UHFFFAOYSA-N

> <FORMULA>
C15H18O3

> <MOLECULAR_WEIGHT>
246.3016

> <EXACT_MASS>
246.125594442

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.178922433117037

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,7-dihydroxy-1,6-dimethyl-4-(propan-2-yl)-1,2-dihydronaphthalen-2-one

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
3.2852516456666665

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.615321650363011

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.18125321911112

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8991523441866276

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
71.7801

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,7-dihydroxy-4-isopropyl-1,6-dimethylnaphthalen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036455
     RDKit          3D
Lacinilene C
 36 37  0  0  0  0  0  0  0  0999 V2000
    2.4475   -2.9669    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -1.5749    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5874   -1.3660    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -0.0516    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395    1.0162    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    0.7429    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.5209    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882   -0.7820   -0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    2.3830    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    3.1680   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    3.0461    1.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9906    2.4889    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130    3.6696    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8398    1.3198    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3744    0.0910    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -1.0759    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -1.8641   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046   -0.5410    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -3.2480    1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758   -3.1456   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6277   -3.6407   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0894   -2.2047    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    1.5866   -0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5896   -1.6905   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    4.1009   -1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464    2.6364   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867    3.4232   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647    2.6024    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122    1.5313    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908   -1.7230    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1851   -1.6803   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -2.9451   -0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4167   -1.4484   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    0.0430    1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    0.0265   -0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182   -1.4060    0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 15  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.658  -1.950   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.679  -1.950   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   15                                                            
CONECT    5    9   11                                                       
CONECT    6   10   14                                                       
CONECT    7   12   13                                                       
CONECT    8    1    2   10                                                  
CONECT    9    3    5   13                                                  
CONECT   10    6    8   11                                                  
CONECT   11    5   10   12                                                  
CONECT   12    7   11   15                                                  
CONECT   13    7    9   16                                                  
CONECT   14    6   15   17                                                  
CONECT   15    4   12   14   18                                             
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0036455
HETATM    1  C1  UNL     1       2.447  -2.967   0.131  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.955  -1.575   0.125  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.587  -1.366   0.205  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.092  -0.052   0.201  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.940   1.016   0.119  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.318   0.743   0.040  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.831  -0.521   0.041  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.188  -0.782  -0.037  1.00  0.00           O  
HETATM    9  C8  UNL     1       0.450   2.383   0.104  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.941   3.168  -1.105  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.017   3.046   1.227  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.991   2.489   0.256  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.513   3.670   0.321  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.840   1.320   0.335  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.374   0.091   0.313  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.276  -1.076   0.401  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.234  -1.864  -0.909  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.705  -0.541   0.553  1.00  0.00           C  
HETATM   19  H1  UNL     1       2.713  -3.248   1.169  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.276  -3.146  -0.586  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.628  -3.641  -0.190  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.089  -2.205   0.279  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.970   1.587  -0.024  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.590  -1.691  -0.037  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.341   4.101  -1.131  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.746   2.636  -2.047  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.987   3.423  -0.947  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.865   2.602   1.462  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.912   1.531   0.415  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.091  -1.723   1.261  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.185  -1.680  -1.499  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.114  -2.945  -0.704  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.417  -1.448  -1.529  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.721   0.043   1.491  1.00  0.00           H  
HETATM   35  H17 UNL     1      -4.001   0.026  -0.343  1.00  0.00           H  
HETATM   36  H18 UNL     1      -4.418  -1.406   0.638  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    7
CONECT    3    4   22
CONECT    4    5    5   15
CONECT    5    6    9
CONECT    6    7    7   23
CONECT    7    8
CONECT    8   24
CONECT    9   10   11   12
CONECT   10   25   26   27
CONECT   11   28
CONECT   12   13   13   14
CONECT   14   15   15   29
CONECT   15   16
CONECT   16   17   18   30
CONECT   17   31   32   33
CONECT   18   34   35   36
END

HMDB0036455
     RDKit          3D
Lacinilene C
 36 37  0  0  0  0  0  0  0  0999 V2000
    2.4475   -2.9669    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -1.5749    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5874   -1.3660    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -0.0516    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395    1.0162    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    0.7429    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.5209    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882   -0.7820   -0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    2.3830    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    3.1680   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    3.0461    1.2265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9906    2.4889    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130    3.6696    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8398    1.3198    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3744    0.0910    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -1.0759    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -1.8641   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046   -0.5410    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -3.2480    1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758   -3.1456   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6277   -3.6407   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0894   -2.2047    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    1.5866   -0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5896   -1.6905   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    4.1009   -1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464    2.6364   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867    3.4232   -0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647    2.6024    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122    1.5313    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908   -1.7230    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1851   -1.6803   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -2.9451   -0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4167   -1.4484   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    0.0430    1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    0.0265   -0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182   -1.4060    0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 15  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,7-Dihydroxy-1,6-dimethyl-4-(1-methylethyl)-2(1H)-naphthalenone, 9ci	HMDB
1,7-Dihydroxy-4-isopropyl-1,6-dimethyl-2(1H)-naphthalenone	HMDB

Chemical Formula

C₁₅H₁₈O₃

Average Molecular Weight

246.3016

Monoisotopic Molecular Weight

246.125594442

IUPAC Name

1,7-dihydroxy-1,6-dimethyl-4-(propan-2-yl)-1,2-dihydronaphthalen-2-one

Traditional Name

1,7-dihydroxy-4-isopropyl-1,6-dimethylnaphthalen-2-one

CAS Registry Number

41653-72-9

SMILES

CC(C)C1=CC(=O)C(C)(O)C2=CC(O)=C(C)C=C12

InChI Identifier

InChI=1S/C15H18O3/c1-8(2)10-6-14(17)15(4,18)12-7-13(16)9(3)5-11(10)12/h5-8,16,18H,1-4H3

InChI Key

JLCJSBOHWRDWQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cadinane sesquiterpenoid
Sesquiterpenoid
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Acyloin
Benzenoid
Tertiary alcohol
Ketone
Cyclic ketone
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

a terpenoid (CPD-9754 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036455)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036455)

Source

Endogenous

Endogenous (HMDB: HMDB0036455)

Animal

Animal (HMDB: HMDB0036455)

Exogenous

Food

Food (HMDB: HMDB0036455)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036455)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036455)

Cellular process

Cell signaling (HMDB: HMDB0036455)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036455)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036455)

Nutrient

Nutrient (HMDB: HMDB0036455)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	62 - 63 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	430.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.6	ALOGPS
logP	3.29	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.78 m³·mol⁻¹	ChemAxon
Polarizability	27.18 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	159.971	31661259
DarkChem	[M-H]-	154.691	31661259
DeepCCS	[M-2H]-	198.149	30932474
DeepCCS	[M+Na]+	173.714	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.4	32859911
AllCCS	[M+NH4]+	158.6	32859911
AllCCS	[M+Na]+	159.6	32859911
AllCCS	[M-H]-	161.6	32859911
AllCCS	[M+Na-2H]-	161.7	32859911
AllCCS	[M+HCOO]-	161.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lacinilene C	CC(C)C1=CC(=O)C(C)(O)C2=CC(O)=C(C)C=C12	3449.6	Standard polar	33892256
Lacinilene C	CC(C)C1=CC(=O)C(C)(O)C2=CC(O)=C(C)C=C12	2026.5	Standard non polar	33892256
Lacinilene C	CC(C)C1=CC(=O)C(C)(O)C2=CC(O)=C(C)C=C12	2092.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lacinilene C,1TMS,isomer #1	CC1=CC2=C(C=C1O)C(C)(O[Si](C)(C)C)C(=O)C=C2C(C)C	2082.8	Semi standard non polar	33892256
Lacinilene C,1TMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C)C(C)(O)C(=O)C=C2C(C)C	2145.6	Semi standard non polar	33892256
Lacinilene C,2TMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C)C(C)(O[Si](C)(C)C)C(=O)C=C2C(C)C	2115.6	Semi standard non polar	33892256
Lacinilene C,1TBDMS,isomer #1	CC1=CC2=C(C=C1O)C(C)(O[Si](C)(C)C(C)(C)C)C(=O)C=C2C(C)C	2350.6	Semi standard non polar	33892256
Lacinilene C,1TBDMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C)(O)C(=O)C=C2C(C)C	2415.0	Semi standard non polar	33892256
Lacinilene C,2TBDMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C)(O[Si](C)(C)C(C)(C)C)C(=O)C=C2C(C)C	2643.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lacinilene C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-0390000000-d07ceb1aaba363b66c8a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lacinilene C GC-MS (2 TMS) - 70eV, Positive	splash10-0092-1019000000-4fdcf5d46448737d2d47	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lacinilene C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lacinilene C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 10V, Positive-QTOF	splash10-0002-0090000000-1fec773b12d2fff429bf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 20V, Positive-QTOF	splash10-0kvk-4690000000-d5cedb83b7e6bbb8860a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 40V, Positive-QTOF	splash10-082i-6930000000-2a15f7782aec1f653c2d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 10V, Negative-QTOF	splash10-0002-0090000000-fb3c2286478e2d3d39c1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 20V, Negative-QTOF	splash10-0002-0090000000-41bd25becb40f3944667	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 40V, Negative-QTOF	splash10-0200-2980000000-00ff3f7d4295417421d4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 10V, Negative-QTOF	splash10-0002-0090000000-851e47b490f6973ef9e5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 20V, Negative-QTOF	splash10-0002-0090000000-8b13d641cc98844181b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 40V, Negative-QTOF	splash10-076r-2890000000-2cd6ebfd10fd27bba25c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 10V, Positive-QTOF	splash10-002b-0090000000-889fda9bbb721614b556	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 20V, Positive-QTOF	splash10-002r-1790000000-e5a2f13e85638ebbe8d2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lacinilene C 40V, Positive-QTOF	splash10-066r-9710000000-d5dd188827db6e970a65	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015344

KNApSAcK ID

C00020116

Chemspider ID

19990975

KEGG Compound ID

Not Available

BioCyc ID

CPD-9754

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15599876

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1855281

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Lacinilene C (HMDB0036455)

MOL for HMDB0036455 (Lacinilene C)

3D MOL for HMDB0036455 (Lacinilene C)

3D SDF for HMDB0036455 (Lacinilene C)

3D-SDF for HMDB0036455 (Lacinilene C)

PDB for HMDB0036455 (Lacinilene C)

3D PDB for HMDB0036455 (Lacinilene C)

SMILES for HMDB0036455 (Lacinilene C)

INCHI for HMDB0036455 (Lacinilene C)

Structure for HMDB0036455 (Lacinilene C)

3D Structure for HMDB0036455 (Lacinilene C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra