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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:31:44 UTC

Update Date

2022-03-07 02:56:47 UTC

HMDB ID

HMDB0040915

Secondary Accession Numbers

HMDB40915

Metabolite Identification

Common Name

2-(4-Methyl-1,3-pentadienyl)anthraquinone

Description

2-(4-Methyl-1,3-pentadienyl)anthraquinone belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. 2-(4-Methyl-1,3-pentadienyl)anthraquinone has been detected, but not quantified in, fats and oils. This could make 2-(4-methyl-1,3-pentadienyl)anthraquinone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-(4-Methyl-1,3-pentadienyl)anthraquinone.

Structure

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

HMDB0040915
     RDKit          3D
2-(4-Methyl-1,3-pentadienyl)anthraquinone
 38 40  0  0  0  0  0  0  0  0999 V2000
   -5.9905    0.4913   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390   -0.2762    0.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2799   -1.1609    1.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6519   -0.1732    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    0.6833   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026    0.8382   -1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8857    0.2074   -1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909   -1.0025   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368   -1.5017    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937   -0.7699   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    0.4654   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3243    0.9259   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613    1.2520   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    2.3909   -1.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0549    0.7936   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031    1.5454   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    1.0612    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721   -0.1803    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963   -0.9059    0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -0.4646    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813   -1.2654    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -2.4012    1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923    0.3173   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9763    0.0958    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9202    1.5833   -0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0744   -0.6762    2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243   -2.1147    1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127   -1.3884    2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420   -0.6990    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027    1.2815   -1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0207    1.5791   -2.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -1.7032   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -2.4619    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    1.8852   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835    2.5094   -0.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2808    1.6663   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -0.5366    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646   -1.8911    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  7  1  0
 20 15  1  0
 21 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
M  END


  Mrv0541 05061312142D          

 22 24  0  0  0  0            999 V2000
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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 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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    1.4289    0.8250    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
    0.7145    4.5375    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
    3.5724    1.2375    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 11 10  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  2  0  0  0  0
 15  8  2  0  0  0  0
 16  9  2  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  2  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040915

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=C\C=C/C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O2/c1-13(2)6-5-7-14-10-11-17-18(12-14)20(22)16-9-4-3-8-15(16)19(17)21/h3-12H,1-2H3/b7-5-

> <INCHI_KEY>
BIHNBOKNHXYFQJ-ALCCZGGFSA-N

> <FORMULA>
C20H16O2

> <MOLECULAR_WEIGHT>
288.3398

> <EXACT_MASS>
288.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
32.4367400792275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1Z)-4-methylpenta-1,3-dien-1-yl]-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
4.46

> <JCHEM_LOGP>
4.812620082333334

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.321313354905522

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
91.11139999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1Z)-4-methylpenta-1,3-dien-1-yl]anthracene-9,10-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040915
     RDKit          3D
2-(4-Methyl-1,3-pentadienyl)anthraquinone
 38 40  0  0  0  0  0  0  0  0999 V2000
   -5.9905    0.4913   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390   -0.2762    0.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2799   -1.1609    1.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6519   -0.1732    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    0.6833   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026    0.8382   -1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8857    0.2074   -1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909   -1.0025   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368   -1.5017    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937   -0.7699   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    0.4654   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3243    0.9259   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613    1.2520   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    2.3909   -1.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0549    0.7936   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031    1.5454   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    1.0612    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721   -0.1803    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963   -0.9059    0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -0.4646    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813   -1.2654    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -2.4012    1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923    0.3173   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9763    0.0958    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9202    1.5833   -0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0744   -0.6762    2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243   -2.1147    1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127   -1.3884    2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420   -0.6990    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027    1.2815   -1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0207    1.5791   -2.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -1.7032   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -2.4619    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    1.8852   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835    2.5094   -0.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2808    1.6663   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -0.5366    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646   -1.8911    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  7  1  0
 20 15  1  0
 21 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 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       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    6    7                                                       
CONECT    6    5   13                                                       
CONECT    7    5   14                                                       
CONECT    8    3   15                                                       
CONECT    9    4   16                                                       
CONECT   10   11   14                                                       
CONECT   11   10   17                                                       
CONECT   12   14   18                                                       
CONECT   13    1    2    6                                                  
CONECT   14    7   10   12                                                  
CONECT   15    8   16   19                                                  
CONECT   16    9   15   20                                                  
CONECT   17   11   18   19                                                  
CONECT   18   12   17   20                                                  
CONECT   19   15   17   21                                                  
CONECT   20   16   18   22                                                  
CONECT   21   19                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0040915
HETATM    1  C1  UNL     1      -5.990   0.491  -0.245  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.939  -0.276   0.471  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.280  -1.161   1.590  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.652  -0.173   0.104  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.299   0.683  -0.985  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.103   0.838  -1.443  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.886   0.207  -1.011  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.791  -1.002  -0.414  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.437  -1.502   0.078  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.594  -0.770  -0.037  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.522   0.465  -0.645  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.324   0.926  -1.110  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.761   1.252  -0.770  1.00  0.00           C  
HETATM   14  O1  UNL     1       2.693   2.391  -1.331  1.00  0.00           O  
HETATM   15  C14 UNL     1       4.055   0.794  -0.286  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.203   1.545  -0.413  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.395   1.061   0.063  1.00  0.00           C  
HETATM   18  C17 UNL     1       6.472  -0.180   0.676  1.00  0.00           C  
HETATM   19  C18 UNL     1       5.296  -0.906   0.784  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.089  -0.465   0.326  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.881  -1.265   0.464  1.00  0.00           C  
HETATM   22  O2  UNL     1       2.899  -2.401   1.013  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.892   0.317  -1.343  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.976   0.096   0.058  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.920   1.583  -0.016  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.074  -0.676   2.230  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.724  -2.115   1.230  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.413  -1.388   2.245  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.942  -0.699   0.687  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.103   1.281  -1.502  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.021   1.579  -2.310  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.621  -1.703  -0.336  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.491  -2.462   0.550  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.258   1.885  -1.585  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.183   2.509  -0.880  1.00  0.00           H  
HETATM   36  H14 UNL     1       7.281   1.666  -0.046  1.00  0.00           H  
HETATM   37  H15 UNL     1       7.425  -0.537   1.042  1.00  0.00           H  
HETATM   38  H16 UNL     1       5.365  -1.891   1.272  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    4
CONECT    3   26   27   28
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8    8   12
CONECT    8    9   32
CONECT    9   10   10   33
CONECT   10   11   21
CONECT   11   12   12   13
CONECT   12   34
CONECT   13   14   14   15
CONECT   15   16   16   20
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   21
CONECT   21   22   22
END

HMDB0040915
     RDKit          3D
2-(4-Methyl-1,3-pentadienyl)anthraquinone
 38 40  0  0  0  0  0  0  0  0999 V2000
   -5.9905    0.4913   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390   -0.2762    0.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2799   -1.1609    1.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6519   -0.1732    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    0.6833   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026    0.8382   -1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8857    0.2074   -1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909   -1.0025   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368   -1.5017    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937   -0.7699   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    0.4654   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3243    0.9259   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613    1.2520   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    2.3909   -1.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0549    0.7936   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031    1.5454   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    1.0612    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721   -0.1803    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963   -0.9059    0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -0.4646    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813   -1.2654    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -2.4012    1.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923    0.3173   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9763    0.0958    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9202    1.5833   -0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0744   -0.6762    2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243   -2.1147    1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127   -1.3884    2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420   -0.6990    0.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027    1.2815   -1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0207    1.5791   -2.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -1.7032   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -2.4619    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    1.8852   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835    2.5094   -0.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2808    1.6663   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -0.5366    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646   -1.8911    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12  7  1  0
 20 15  1  0
 21 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-Methyl-1,3-pentadienyl)-9,10-anthracenedione, 9ci	HMDB
3-(3-((2-Methoxyethoxy)methoxy)-1-octenyl)cyclopentanone	HMDB

Chemical Formula

C₂₀H₁₆O₂

Average Molecular Weight

288.3398

Monoisotopic Molecular Weight

288.115029756

IUPAC Name

2-[(1Z)-4-methylpenta-1,3-dien-1-yl]-9,10-dihydroanthracene-9,10-dione

Traditional Name

2-[(1Z)-4-methylpenta-1,3-dien-1-yl]anthracene-9,10-dione

CAS Registry Number

150900-95-1

SMILES

CC(C)=C\C=C/C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C20H16O2/c1-13(2)6-5-7-14-10-11-17-18(12-14)20(22)16-9-4-3-8-15(16)19(17)21/h3-12H,1-2H3/b7-5-

InChI Key

BIHNBOKNHXYFQJ-ALCCZGGFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anthraquinone
9,10-anthraquinone
Aryl ketone
Styrene
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040915)

Cellular substructure

Membrane (HMDB: HMDB0040915)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040915)

Source

Exogenous

Food

Food (HMDB: HMDB0040915)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Not Available

Nutrient (HMDB: HMDB0040915)

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	0.0019 g/L	ALOGPS
logP	4.46	ALOGPS
logP	4.81	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.11 m³·mol⁻¹	ChemAxon
Polarizability	32.44 Å³	ChemAxon
Number of Rings	3	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
DarkChem	[M+H]+	174.512	31661259
DarkChem	[M-H]-	172.607	31661259
DeepCCS	[M+H]+	169.158	30932474
DeepCCS	[M-H]-	166.8	30932474
DeepCCS	[M-2H]-	200.142	30932474
DeepCCS	[M+Na]+	175.37	30932474
AllCCS	[M+H]+	169.5	32859911
AllCCS	[M+H-H2O]+	165.9	32859911
AllCCS	[M+NH4]+	172.9	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	171.4	32859911
AllCCS	[M+Na-2H]-	170.6	32859911
AllCCS	[M+HCOO]-	169.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(4-Methyl-1,3-pentadienyl)anthraquinone	CC(C)=C\C=C/C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	4058.3	Standard polar	33892256
2-(4-Methyl-1,3-pentadienyl)anthraquinone	CC(C)=C\C=C/C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	2822.5	Standard non polar	33892256
2-(4-Methyl-1,3-pentadienyl)anthraquinone	CC(C)=C\C=C/C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	2775.8	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 - 2-(4-Methyl-1,3-pentadienyl)anthraquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0230-1690000000-65164dc31cca60850cdf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 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 - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 10V, Positive-QTOF	splash10-000i-0090000000-fe649c849ba61544803d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 20V, Positive-QTOF	splash10-0cdr-5790000000-bc86a4f4df66a936e025	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 40V, Positive-QTOF	splash10-0a4i-9440000000-0933a68d1fc040394ec5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 10V, Negative-QTOF	splash10-000i-0090000000-65f89d6ac8de37be5a35	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 20V, Negative-QTOF	splash10-000i-0090000000-bb5d326a75090e813389	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 40V, Negative-QTOF	splash10-0a4i-2490000000-c3f6516b260ef28efbe0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 10V, Negative-QTOF	splash10-000i-0090000000-c0e16271dbfb34967386	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 20V, Negative-QTOF	splash10-000i-0090000000-75abdeafe94f84240492	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 40V, Negative-QTOF	splash10-05fs-0190000000-060a826fbe9cdd3cdb50	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 10V, Positive-QTOF	splash10-000i-0090000000-74bc6a0cff61652e4ea4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 20V, Positive-QTOF	splash10-000i-0090000000-fe213b6ace471e00dde7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-1,3-pentadienyl)anthraquinone 40V, Positive-QTOF	splash10-00ai-2490000000-c0bca1085e9a03a29c01	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

FDB020754

KNApSAcK ID

Not Available

Chemspider ID

28285599

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102387796

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-(4-Methyl-1,3-pentadienyl)anthraquinone (HMDB0040915)

MOL for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

3D MOL for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

3D SDF for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

3D-SDF for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

PDB for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

3D PDB for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

SMILES for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

INCHI for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

Structure for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

3D Structure for HMDB0040915 (2-(4-Methyl-1,3-pentadienyl)anthraquinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra