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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:28:05 UTC

Update Date

2022-03-07 02:55:39 UTC

HMDB ID

HMDB0038187

Secondary Accession Numbers

HMDB38187

Metabolite Identification

Common Name

beta-Atlantone

Description

beta-Atlantone, also known as β-atlantone, 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 beta-Atlantone.

Structure

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

HMDB0038187
     RDKit          3D
beta-Atlantone
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.3394   -1.4304   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -0.1961   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    0.4694   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674   -0.3156   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -1.5056   -0.4756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3940    0.3486    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5284   -0.2746    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6991   -1.6822    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102    0.4734    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5144    0.7075   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    1.2789    0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226    1.2995    0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.3231    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885    0.2701    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4054   -0.7969   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.0627   -1.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769   -1.9010   -1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4727   -2.1408   -1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    0.9732    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826    1.3738   -0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3052    1.3784    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7677   -1.9985    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359   -1.9055   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030   -2.3812    0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565   -0.0556    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6092    0.6593    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770    1.4803    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305    1.5449   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321    2.3517    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2115    0.7274    1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6921    2.1226    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7057   -0.0267    1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699   -0.3856    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9722    1.2772    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248   -1.2659    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214   -1.4938   -0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4219    0.6922   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422   -0.6608   -2.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
M  END


  Mrv0541 05061310172D          

 16 16  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    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
    1.4289    2.4750    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
    0.0000    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  4  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038187

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC(=O)CC(=C)C1CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,9,14H,4,6-8,10H2,1-3H3

> <INCHI_KEY>
LRDZCBICVMXPBB-UHFFFAOYSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.12582943136161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methyl-2-(4-methylcyclohex-3-en-1-yl)hepta-1,5-dien-4-one

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
4.060054347666668

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.74592647521708

> <JCHEM_PKA_STRONGEST_BASIC>
-4.453677879072858

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
70.90099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyl-2-(4-methylcyclohex-3-en-1-yl)hepta-1,5-dien-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038187
     RDKit          3D
beta-Atlantone
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.3394   -1.4304   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -0.1961   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    0.4694   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674   -0.3156   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -1.5056   -0.4756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3940    0.3486    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5284   -0.2746    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6991   -1.6822    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102    0.4734    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5144    0.7075   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    1.2789    0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226    1.2995    0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.3231    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885    0.2701    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4054   -0.7969   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.0627   -1.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769   -1.9010   -1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4727   -2.1408   -1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    0.9732    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826    1.3738   -0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3052    1.3784    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7677   -1.9985    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359   -1.9055   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030   -2.3812    0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565   -0.0556    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6092    0.6593    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770    1.4803    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305    1.5449   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321    2.3517    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2115    0.7274    1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6921    2.1226    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7057   -0.0267    1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699   -0.3856    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9722    1.2772    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248   -1.2659    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214   -1.4938   -0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4219    0.6922   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422   -0.6608   -2.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  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      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    7   12                                                       
CONECT    6    8   12                                                       
CONECT    7    5   14                                                       
CONECT    8    6   14                                                       
CONECT    9   11   15                                                       
CONECT   10   13   15                                                       
CONECT   11    1    2    9                                                  
CONECT   12    3    5    6                                                  
CONECT   13    4   10   14                                                  
CONECT   14    7    8   13                                                  
CONECT   15    9   10   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0038187
HETATM    1  C1  UNL     1       0.339  -1.430  -1.122  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.267  -0.196  -0.745  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.940   0.469  -0.244  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.167  -0.316  -0.164  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.322  -1.506  -0.476  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.394   0.349   0.343  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.528  -0.275   0.447  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.699  -1.682   0.076  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.710   0.473   0.968  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.514   0.707  -0.824  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.772   1.279   0.532  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.223   1.300   0.839  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.034   0.323   0.470  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.489   0.270   0.740  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.405  -0.797  -0.296  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.632  -0.063  -1.402  1.00  0.00           C  
HETATM   17  H1  UNL     1       1.277  -1.901  -1.496  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.473  -2.141  -1.122  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.706   0.973   0.745  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.183   1.374  -0.909  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.305   1.378   0.624  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.768  -1.999   0.272  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.536  -1.906  -0.999  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.103  -2.381   0.706  1.00  0.00           H  
HETATM   25  H9  UNL     1      -6.656  -0.056   0.773  1.00  0.00           H  
HETATM   26  H10 UNL     1      -5.609   0.659   2.053  1.00  0.00           H  
HETATM   27  H11 UNL     1      -5.677   1.480   0.479  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.231   1.545  -1.511  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.432   2.352   0.529  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.211   0.727   1.337  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.692   2.123   1.385  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.706  -0.027   1.792  1.00  0.00           H  
HETATM   33  H17 UNL     1       5.970  -0.386   0.010  1.00  0.00           H  
HETATM   34  H18 UNL     1       5.972   1.277   0.622  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.625  -1.266   0.349  1.00  0.00           H  
HETATM   36  H20 UNL     1       4.121  -1.494  -0.722  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.422   0.692  -1.771  1.00  0.00           H  
HETATM   38  H22 UNL     1       2.442  -0.661  -2.288  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   10
CONECT    3    4   19   20
CONECT    4    5    5    6
CONECT    6    7    7   21
CONECT    7    8    9
CONECT    8   22   23   24
CONECT    9   25   26   27
CONECT   10   11   16   28
CONECT   11   12   29   30
CONECT   12   13   13   31
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   16   35   36
CONECT   16   37   38
END

HMDB0038187
     RDKit          3D
beta-Atlantone
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.3394   -1.4304   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -0.1961   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    0.4694   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674   -0.3156   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -1.5056   -0.4756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3940    0.3486    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5284   -0.2746    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6991   -1.6822    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102    0.4734    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5144    0.7075   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    1.2789    0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226    1.2995    0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.3231    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885    0.2701    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4054   -0.7969   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.0627   -1.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769   -1.9010   -1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4727   -2.1408   -1.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    0.9732    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826    1.3738   -0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3052    1.3784    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7677   -1.9985    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359   -1.9055   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030   -2.3812    0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565   -0.0556    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6092    0.6593    2.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6770    1.4803    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305    1.5449   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321    2.3517    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2115    0.7274    1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6921    2.1226    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7057   -0.0267    1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699   -0.3856    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9722    1.2772    0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248   -1.2659    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214   -1.4938   -0.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4219    0.6922   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422   -0.6608   -2.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Atlantone	Generator
Β-atlantone	Generator
(+)-beta-Atlantone	HMDB

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

6-methyl-2-(4-methylcyclohex-3-en-1-yl)hepta-1,5-dien-4-one

Traditional Name

6-methyl-2-(4-methylcyclohex-3-en-1-yl)hepta-1,5-dien-4-one

CAS Registry Number

38331-79-2

SMILES

CC(C)=CC(=O)CC(=C)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,9,14H,4,6-8,10H2,1-3H3

InChI Key

LRDZCBICVMXPBB-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

Bisabolane sesquiterpenoid
Sesquiterpenoid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038187)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038187)

Source

Exogenous

Food

Food (HMDB: HMDB0038187)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Beverage

Beverages (FooDB: FOOD00870)

Endogenous

Plant

Plant (HMDB: HMDB0038187)

Animal

Animal (HMDB: HMDB0038187)

Endogenous (HMDB: HMDB0038187)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038187)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038187)

Cellular process

Cell signaling (HMDB: HMDB0038187)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038187)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038187)

Nutrient

Nutrient (HMDB: HMDB0038187)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038187)

Emulsifier (HMDB: HMDB0038187)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.045 g/L	ALOGPS
logP	4.63	ALOGPS
logP	4.06	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	16.75	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.9 m³·mol⁻¹	ChemAxon
Polarizability	26.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.899	30932474
DeepCCS	[M-H]-	154.541	30932474
DeepCCS	[M-2H]-	187.86	30932474
DeepCCS	[M+Na]+	162.992	30932474
AllCCS	[M+H]+	153.1	32859911
AllCCS	[M+H-H2O]+	149.2	32859911
AllCCS	[M+NH4]+	156.7	32859911
AllCCS	[M+Na]+	157.7	32859911
AllCCS	[M-H]-	158.4	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	159.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Atlantone	CC(C)=CC(=O)CC(=C)C1CCC(C)=CC1	2228.0	Standard polar	33892256
beta-Atlantone	CC(C)=CC(=O)CC(=C)C1CCC(C)=CC1	1666.6	Standard non polar	33892256
beta-Atlantone	CC(C)=CC(=O)CC(=C)C1CCC(C)=CC1	1650.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Atlantone,1TMS,isomer #1	C=C(C=C(C=C(C)C)O[Si](C)(C)C)C1CC=C(C)CC1	1883.6	Semi standard non polar	33892256
beta-Atlantone,1TMS,isomer #1	C=C(C=C(C=C(C)C)O[Si](C)(C)C)C1CC=C(C)CC1	1732.7	Standard non polar	33892256
beta-Atlantone,1TBDMS,isomer #1	C=C(C=C(C=C(C)C)O[Si](C)(C)C(C)(C)C)C1CC=C(C)CC1	2093.1	Semi standard non polar	33892256
beta-Atlantone,1TBDMS,isomer #1	C=C(C=C(C=C(C)C)O[Si](C)(C)C(C)(C)C)C1CC=C(C)CC1	1932.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Atlantone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-9510000000-25f8735d6f02199a05cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Atlantone 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 - beta-Atlantone 10V, Positive-QTOF	splash10-014i-2390000000-7832b3921d76fa36af9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 20V, Positive-QTOF	splash10-05oc-9830000000-6f1322dd0d028767f2e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 40V, Positive-QTOF	splash10-0le9-9300000000-75902f903557133a7d67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 10V, Negative-QTOF	splash10-014i-1190000000-317644ee786d537fec65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 20V, Negative-QTOF	splash10-066r-9570000000-e53ab21e3b1e3d66fa0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 40V, Negative-QTOF	splash10-0a4i-9300000000-94c951f3e5bf79d096dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 10V, Positive-QTOF	splash10-00di-7900000000-310f522a51f27f6220f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 20V, Positive-QTOF	splash10-00l7-9600000000-fe45540060fe2af90246	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 40V, Positive-QTOF	splash10-0006-9200000000-dcbb7a0052287551cc57	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 10V, Negative-QTOF	splash10-014i-0090000000-868e2fb00a2cfbf6c529	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 20V, Negative-QTOF	splash10-0159-2940000000-c861cc7750ee086fb007	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Atlantone 40V, Negative-QTOF	splash10-014i-9800000000-b8455c083613d817de00	2021-09-24	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

FDB017426

KNApSAcK ID

C00011646

Chemspider ID

35014528

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13967857

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 beta-Atlantone (HMDB0038187)

MOL for HMDB0038187 (beta-Atlantone)

3D MOL for HMDB0038187 (beta-Atlantone)

3D SDF for HMDB0038187 (beta-Atlantone)

3D-SDF for HMDB0038187 (beta-Atlantone)

PDB for HMDB0038187 (beta-Atlantone)

3D PDB for HMDB0038187 (beta-Atlantone)

SMILES for HMDB0038187 (beta-Atlantone)

INCHI for HMDB0038187 (beta-Atlantone)

Structure for HMDB0038187 (beta-Atlantone)

3D Structure for HMDB0038187 (beta-Atlantone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra