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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 19:05:50 UTC

Update Date

2021-09-23 19:05:51 UTC

HMDB ID

HMDB0302608

Secondary Accession Numbers

None

Metabolite Identification

Common Name

gamma-Atlantone

Description

Gamma-atlantone, also known as gamma-atlantone, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-atlantone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Gamma-atlantone can be found in turmeric, which makes gamma-atlantone a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302608
     RDKit          3D
gamma-Atlantone
 38 38  0  0  0  0  0  0  0  0999 V2000
    5.6075   -0.5909   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -0.0801   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    1.0566    0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2749   -0.6304   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715   -0.2134    0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0643    0.7416    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -0.9034   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -0.3538    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2519   -0.3595    2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    0.1603    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5804    0.1993   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    0.4654   -1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0245    0.4948   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3985    0.7729   -1.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8892    0.2546    0.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    0.6976    1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.1570   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073   -1.7023   -0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5241   -0.3997   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6987    1.3514    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.6942    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    1.9148    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973   -1.4745   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247   -1.9715    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.9579   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389   -1.0805    2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.7614    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277    0.6304    2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -0.7329   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    1.0781   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776    0.6531   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8316    1.6842   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4164    0.9469   -2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0327   -0.1220   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168    0.9028    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0217   -0.8004    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4137    0.3651    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861    1.8189    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  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
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 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 09201200552D          

 16 16  0  0  0  0            999 V2000
   -1.6500    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9223    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 11 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302608

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC(=O)C\C(C)=C1\CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,9H,6-8,10H2,1-4H3/b14-13+

> <INCHI_KEY>
QEAHSEZXAQIWSW-BUHFOSPRSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.62810554738106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-6-[(1Z)-4-methylcyclohex-3-en-1-ylidene]hept-2-en-4-one

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
3.958462852666667

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.67589519150712

> <JCHEM_PKA_STRONGEST_BASIC>
-4.453652023011016

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
71.70689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-6-[(1Z)-4-methylcyclohex-3-en-1-ylidene]hept-2-en-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302608
     RDKit          3D
gamma-Atlantone
 38 38  0  0  0  0  0  0  0  0999 V2000
    5.6075   -0.5909   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -0.0801   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    1.0566    0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2749   -0.6304   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715   -0.2134    0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0643    0.7416    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -0.9034   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -0.3538    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2519   -0.3595    2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    0.1603    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5804    0.1993   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    0.4654   -1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0245    0.4948   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3985    0.7729   -1.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8892    0.2546    0.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    0.6976    1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.1570   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073   -1.7023   -0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5241   -0.3997   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6987    1.3514    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.6942    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    1.9148    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973   -1.4745   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247   -1.9715    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.9579   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389   -1.0805    2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.7614    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277    0.6304    2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -0.7329   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    1.0781   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776    0.6531   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8316    1.6842   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4164    0.9469   -2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0327   -0.1220   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168    0.9028    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0217   -0.8004    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4137    0.3651    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861    1.8189    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  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
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 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                                 20-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-SEP-12         0                                  
HETATM    1  C   UNK     0      -3.080   3.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.414   2.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.414   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.080   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.746   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.746   2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.747   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.413   3.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.413   5.005   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.921   2.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.255   3.465   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.588   2.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.922   3.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.256   2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.922   5.005   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.255   5.005   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    8                                                  
CONECT    7    3                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0302608
HETATM    1  C1  UNL     1       5.607  -0.591  -1.036  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.450  -0.080  -0.291  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.622   1.057   0.629  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.275  -0.630  -0.443  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.071  -0.213   0.235  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.064   0.742   1.049  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.783  -0.903  -0.005  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.332  -0.354   0.762  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.252  -0.359   2.249  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.432   0.160   0.221  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.580   0.199  -1.234  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.989   0.465  -1.633  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.025   0.495  -0.826  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.398   0.773  -1.338  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.889   0.255   0.634  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.514   0.698   1.090  1.00  0.00           C  
HETATM   17  H1  UNL     1       6.567  -0.157  -0.727  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.707  -1.702  -0.864  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.524  -0.400  -2.140  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.699   1.351   0.717  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.321   0.694   1.656  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.977   1.915   0.395  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.197  -1.475  -1.139  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.925  -1.972   0.336  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.629  -0.958  -1.085  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.039  -1.080   2.599  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.715  -0.761   2.612  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.428   0.630   2.689  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.282  -0.733  -1.754  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.979   1.078  -1.606  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.178   0.653  -2.691  1.00  0.00           H  
HETATM   32  H16 UNL     1      -5.832   1.684  -0.847  1.00  0.00           H  
HETATM   33  H17 UNL     1      -5.416   0.947  -2.430  1.00  0.00           H  
HETATM   34  H18 UNL     1      -6.033  -0.122  -1.100  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.617   0.903   1.150  1.00  0.00           H  
HETATM   36  H20 UNL     1      -4.022  -0.800   0.894  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.414   0.365   2.146  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.486   1.819   1.130  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6    6    7
CONECT    7    8   24   25
CONECT    8    9   10   10
CONECT    9   26   27   28
CONECT   10   11   16
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

HMDB0302608
     RDKit          3D
gamma-Atlantone
 38 38  0  0  0  0  0  0  0  0999 V2000
    5.6075   -0.5909   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -0.0801   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    1.0566    0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2749   -0.6304   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715   -0.2134    0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0643    0.7416    1.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -0.9034   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -0.3538    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2519   -0.3595    2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    0.1603    0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5804    0.1993   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    0.4654   -1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0245    0.4948   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3985    0.7729   -1.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8892    0.2546    0.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    0.6976    1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.1570   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073   -1.7023   -0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5241   -0.3997   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6987    1.3514    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    0.6942    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774    1.9148    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1973   -1.4745   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247   -1.9715    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.9579   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389   -1.0805    2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.7614    2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277    0.6304    2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2816   -0.7329   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    1.0781   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776    0.6531   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8316    1.6842   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4164    0.9469   -2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0327   -0.1220   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6168    0.9028    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0217   -0.8004    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4137    0.3651    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861    1.8189    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  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
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 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
(Z)-g-Atlantone	Generator
(Z)-Γ-atlantone	Generator
g-Atlantone	Generator
Γ-atlantone	Generator

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

2-methyl-6-[(1Z)-4-methylcyclohex-3-en-1-ylidene]hept-2-en-4-one

Traditional Name

2-methyl-6-[(1Z)-4-methylcyclohex-3-en-1-ylidene]hept-2-en-4-one

CAS Registry Number

Not Available

SMILES

CC(C)=CC(=O)C\C(C)=C1\CCC(C)=CC1

InChI Identifier

InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,9H,6-8,10H2,1-4H3/b14-13+

InChI Key

QEAHSEZXAQIWSW-BUHFOSPRSA-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

Not Available

Turmeric (FooDB: FOOD00068)

Process

Not Available

Role

Not Available

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
logP	4.22	ALOGPS
logP	3.96	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	16.68	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	3	ChemAxon
Refractivity	71.71 m³·mol⁻¹	ChemAxon
Polarizability	26.63 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
AllCCS	[M+H]+	152.51	32859911
AllCCS	[M+H-H2O]+	148.64	32859911
AllCCS	[M+Na]+	157.146	32859911
AllCCS	[M+NH4]+	156.109	32859911
AllCCS	[M-H]-	158.033	32859911
AllCCS	[M+Na-2H]-	158.646	32859911
AllCCS	[M+HCOO]-	159.434	32859911
DeepCCS	[M+H]+	156.767	30932474
DeepCCS	[M-H]-	154.409	30932474
DeepCCS	[M-2H]-	187.414	30932474
DeepCCS	[M+Na]+	162.86	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Atlantone,1TMS,isomer #1	CC(C)=CC(=C/C(C)=C1\CC=C(C)CC1)O[Si](C)(C)C	1942.3	Semi standard non polar	33892256
gamma-Atlantone,1TMS,isomer #1	CC(C)=CC(=C/C(C)=C1\CC=C(C)CC1)O[Si](C)(C)C	1828.1	Standard non polar	33892256
gamma-Atlantone,1TMS,isomer #1	CC(C)=CC(=C/C(C)=C1\CC=C(C)CC1)O[Si](C)(C)C	2044.5	Standard polar	33892256
gamma-Atlantone,1TBDMS,isomer #1	CC(C)=CC(=C/C(C)=C1\CC=C(C)CC1)O[Si](C)(C)C(C)(C)C	2173.2	Semi standard non polar	33892256
gamma-Atlantone,1TBDMS,isomer #1	CC(C)=CC(=C/C(C)=C1\CC=C(C)CC1)O[Si](C)(C)C(C)(C)C	2067.4	Standard non polar	33892256
gamma-Atlantone,1TBDMS,isomer #1	CC(C)=CC(=C/C(C)=C1\CC=C(C)CC1)O[Si](C)(C)C(C)(C)C	2192.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 10V, Positive-QTOF	splash10-014i-3490000000-d7736ddb9013b1541c12	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 20V, Positive-QTOF	splash10-05v3-9820000000-b55fedf3d91be881c0ff	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 40V, Positive-QTOF	splash10-0le9-9300000000-a1480e6bb28a6d585a85	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 10V, Negative-QTOF	splash10-014i-1190000000-993b9280838a268a4414	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 20V, Negative-QTOF	splash10-066r-9570000000-17d8d42019d6ce60e6c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 40V, Negative-QTOF	splash10-0a4i-9300000000-7427e97f0f852031dc75	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 10V, Positive-QTOF	splash10-00di-5900000000-d578aaec5508a07cf967	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 20V, Positive-QTOF	splash10-0007-9400000000-d483ff7e6577154e57cc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 40V, Positive-QTOF	splash10-0006-9200000000-9020af6017f61f57fa33	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 10V, Negative-QTOF	splash10-014i-0090000000-868e2fb00a2cfbf6c529	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 20V, Negative-QTOF	splash10-0159-2930000000-92aeb85188ca0edbf8ce	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Atlantone 40V, Negative-QTOF	splash10-014i-7900000000-45877854f1c82b2a4a15	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005343

KNApSAcK ID

C00050265

Chemspider ID

30771611

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91698329

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

Not Available

Showing metabocard for gamma-Atlantone (HMDB0302608)

MOL for HMDB0302608 (gamma-Atlantone)

3D MOL for HMDB0302608 (gamma-Atlantone)

3D SDF for HMDB0302608 (gamma-Atlantone)

3D-SDF for HMDB0302608 (gamma-Atlantone)

PDB for HMDB0302608 (gamma-Atlantone)

3D PDB for HMDB0302608 (gamma-Atlantone)

SMILES for HMDB0302608 (gamma-Atlantone)

INCHI for HMDB0302608 (gamma-Atlantone)

Structure for HMDB0302608 (gamma-Atlantone)

3D Structure for HMDB0302608 (gamma-Atlantone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra