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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:29:08 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037245

Secondary Accession Numbers

HMDB37245

Metabolite Identification

Common Name

Myrigalone A

Description

Myrigalone A belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thus, myrigalone a is considered to be a flavonoid. Based on a literature review a small amount of articles have been published on Myrigalone A.

Structure

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

HMDB0037245
     RDKit          3D
Myrigalone A
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.8585    1.3063   -2.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396    0.2184   -1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    0.1223   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.8873   -1.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -0.9907   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0454   -0.7472    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.7061    1.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4199   -0.5523    0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -0.3279    1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7756   -0.1331    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6471   -1.1844    0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -0.9971    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3859    0.2680   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128    1.3178   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    1.1369    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3253   -1.2775    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -2.3398    1.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4126   -0.2810    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -0.9309    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891    0.7295    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    0.4352   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994    1.1950   -0.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8845    1.2846   -3.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6662    2.2687   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1669    1.0724   -3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498   -0.7884   -2.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341   -1.8797   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -1.5017   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    0.2429   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    0.5367    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707   -1.2036    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574   -2.1758    0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5889   -1.8528   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934    0.4422   -0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632    2.3137   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5523    1.9947    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.1454    2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5299   -0.1983    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8903   -1.8530    0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1240    1.1938    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8719    1.5313    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    0.2517    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  2  0
 21  2  1  0
 15 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  5 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END


  Mrv0541 05061309392D          

 22 23  0  0  0  0            999 V2000
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6716    3.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    2.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    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
    5.7158    0.8250    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  1  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  2  0  0  0  0
 20 15  2  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037245

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(=O)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O4/c1-11-15(20)14(17(22)18(2,3)16(11)21)13(19)10-9-12-7-5-4-6-8-12/h4-8,11,14H,9-10H2,1-3H3

> <INCHI_KEY>
CTSXBYQFSBUGKB-UHFFFAOYSA-N

> <FORMULA>
C18H20O4

> <MOLECULAR_WEIGHT>
300.349

> <EXACT_MASS>
300.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.580276510154835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,4-trimethyl-6-(3-phenylpropanoyl)cyclohexane-1,3,5-trione

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
4.650761649333334

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.454691804140047

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0948189071871965

> <JCHEM_PKA_STRONGEST_BASIC>
-7.235609041394159

> <JCHEM_POLAR_SURFACE_AREA>
68.28

> <JCHEM_REFRACTIVITY>
82.50129999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,4-trimethyl-6-(3-phenylpropanoyl)cyclohexane-1,3,5-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037245
     RDKit          3D
Myrigalone A
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.8585    1.3063   -2.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396    0.2184   -1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    0.1223   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.8873   -1.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -0.9907   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0454   -0.7472    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.7061    1.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4199   -0.5523    0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -0.3279    1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7756   -0.1331    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6471   -1.1844    0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -0.9971    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3859    0.2680   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128    1.3178   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    1.1369    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3253   -1.2775    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -2.3398    1.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4126   -0.2810    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -0.9309    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891    0.7295    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    0.4352   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994    1.1950   -0.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8845    1.2846   -3.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6662    2.2687   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1669    1.0724   -3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498   -0.7884   -2.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341   -1.8797   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -1.5017   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    0.2429   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    0.5367    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707   -1.2036    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574   -2.1758    0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5889   -1.8528   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934    0.4422   -0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632    2.3137   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5523    1.9947    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.1454    2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5299   -0.1983    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8903   -1.8530    0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1240    1.1938    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8719    1.5313    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    0.2517    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  2  0
 21  2  1  0
 15 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  5 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  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      13.337  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.187   7.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.197   5.483   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   1.540   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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.671   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.669   9.240   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.004   9.240   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   10   12                                                       
CONECT   10    9   13                                                       
CONECT   11    1   15   16                                                  
CONECT   12    7    8    9                                                  
CONECT   13   10   14   19                                                  
CONECT   14   13   15   17                                                  
CONECT   15   11   14   20                                                  
CONECT   16   11   18   21                                                  
CONECT   17   14   18   22                                                  
CONECT   18    2    3   16   17                                             
CONECT   19   13                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0037245
HETATM    1  C1  UNL     1      -2.859   1.306  -2.860  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.740   0.218  -1.819  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.362   0.122  -1.270  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.501   0.887  -1.576  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.105  -0.991  -0.307  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.045  -0.747   0.585  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.149  -0.706   1.780  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.420  -0.552   0.080  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.398  -0.328   1.239  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.776  -0.133   0.721  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.647  -1.184   0.528  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.931  -0.997   0.045  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.386   0.268  -0.264  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.513   1.318  -0.070  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.226   1.137   0.414  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.325  -1.277   0.488  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.438  -2.340   1.055  1.00  0.00           O  
HETATM   18  C15 UNL     1      -3.413  -0.281   0.601  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.732  -0.931   0.999  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.089   0.730   1.693  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.659   0.435  -0.676  1.00  0.00           C  
HETATM   22  O4  UNL     1      -4.599   1.195  -0.801  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.884   1.285  -3.249  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.666   2.269  -2.358  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.167   1.072  -3.670  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.950  -0.788  -2.286  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.834  -1.880  -0.955  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.788  -1.502  -0.410  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.534   0.243  -0.671  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.036   0.537   1.812  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.371  -1.204   1.919  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.257  -2.176   0.782  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.589  -1.853  -0.094  1.00  0.00           H  
HETATM   34  H12 UNL     1       7.393   0.442  -0.646  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.863   2.314  -0.310  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.552   1.995   0.558  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.768  -1.145   2.086  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.530  -0.198   0.735  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.890  -1.853   0.417  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.124   1.194   1.440  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.872   1.531   1.631  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.069   0.252   2.685  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21   26
CONECT    3    4    4    5
CONECT    5    6   16   27
CONECT    6    7    7    8
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   11   15
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   36
CONECT   16   17   17   18
CONECT   18   19   20   21
CONECT   19   37   38   39
CONECT   20   40   41   42
CONECT   21   22   22
END

HMDB0037245
     RDKit          3D
Myrigalone A
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.8585    1.3063   -2.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396    0.2184   -1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    0.1223   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.8873   -1.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -0.9907   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0454   -0.7472    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494   -0.7061    1.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4199   -0.5523    0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -0.3279    1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7756   -0.1331    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6471   -1.1844    0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -0.9971    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3859    0.2680   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128    1.3178   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2257    1.1369    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3253   -1.2775    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -2.3398    1.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4126   -0.2810    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -0.9309    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891    0.7295    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    0.4352   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994    1.1950   -0.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8845    1.2846   -3.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6662    2.2687   -2.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1669    1.0724   -3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498   -0.7884   -2.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341   -1.8797   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -1.5017   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    0.2429   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    0.5367    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707   -1.2036    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574   -2.1758    0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5889   -1.8528   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934    0.4422   -0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632    2.3137   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5523    1.9947    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.1454    2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5299   -0.1983    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8903   -1.8530    0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1240    1.1938    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8719    1.5313    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    0.2517    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  2  0
 21  2  1  0
 15 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  5 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Myrigalone a	MeSH

Chemical Formula

C₁₈H₂₀O₄

Average Molecular Weight

300.349

Monoisotopic Molecular Weight

300.136159128

IUPAC Name

2,2,4-trimethyl-6-(3-phenylpropanoyl)cyclohexane-1,3,5-trione

Traditional Name

2,2,4-trimethyl-6-(3-phenylpropanoyl)cyclohexane-1,3,5-trione

CAS Registry Number

34328-57-9

SMILES

CC1C(=O)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O

InChI Identifier

InChI=1S/C18H20O4/c1-11-15(20)14(17(22)18(2,3)16(11)21)13(19)10-9-12-7-5-4-6-8-12/h4-8,11,14H,9-10H2,1-3H3

InChI Key

CTSXBYQFSBUGKB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Aromatic monoterpenoid
1,3-diketone
Benzenoid
1,3-dicarbonyl compound
Monocyclic benzene moiety
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120594 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037245)

Source

Endogenous

Endogenous (HMDB: HMDB0037245)

Plant

Plant (HMDB: HMDB0037245)

Animal

Animal (HMDB: HMDB0037245)

Exogenous

Food

Food (HMDB: HMDB0037245)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0037245)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037245)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037245)

Lipid metabolism pathway (HMDB: HMDB0037245)

Cellular process

Cell signaling (HMDB: HMDB0037245)

Biochemical process

Lipid transport (HMDB: HMDB0037245)

Role

Biological role

Energy source (HMDB: HMDB0037245)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037245)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 139 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.23 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	0.016 g/L	ALOGPS
logP	2.9	ALOGPS
logP	4.65	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.5 m³·mol⁻¹	ChemAxon
Polarizability	31.58 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
DeepCCS	[M+H]+	171.149	30932474
DeepCCS	[M-H]-	168.791	30932474
DeepCCS	[M-2H]-	201.845	30932474
DeepCCS	[M+Na]+	177.242	30932474
AllCCS	[M+H]+	171.1	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.3	32859911
AllCCS	[M-H]-	177.0	32859911
AllCCS	[M+Na-2H]-	177.1	32859911
AllCCS	[M+HCOO]-	177.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.85 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5594 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.15 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2473.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	419.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	201.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	152.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	659.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	736.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1352.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	541.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1595.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	345.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	248.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	214.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Myrigalone A	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2925.4	Standard polar	33892256
Myrigalone A	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2444.6	Standard non polar	33892256
Myrigalone A	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2279.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Myrigalone A,1TMS,isomer #1	CC1C(=O)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C	2318.1	Semi standard non polar	33892256
Myrigalone A,1TMS,isomer #1	CC1C(=O)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C	2307.0	Standard non polar	33892256
Myrigalone A,1TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2321.3	Semi standard non polar	33892256
Myrigalone A,1TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2370.7	Standard non polar	33892256
Myrigalone A,1TMS,isomer #3	CC1C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2374.6	Semi standard non polar	33892256
Myrigalone A,1TMS,isomer #3	CC1C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2337.7	Standard non polar	33892256
Myrigalone A,1TMS,isomer #4	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C)C(C)(C)C1=O	2333.2	Semi standard non polar	33892256
Myrigalone A,1TMS,isomer #4	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C)C(C)(C)C1=O	2314.0	Standard non polar	33892256
Myrigalone A,1TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)C1=O	2294.0	Semi standard non polar	33892256
Myrigalone A,1TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)C1=O	2397.3	Standard non polar	33892256
Myrigalone A,1TMS,isomer #6	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2381.8	Semi standard non polar	33892256
Myrigalone A,1TMS,isomer #6	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2408.6	Standard non polar	33892256
Myrigalone A,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C	2356.9	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C	2388.2	Standard non polar	33892256
Myrigalone A,2TMS,isomer #2	CC1C(=O)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C1O[Si](C)(C)C	2429.3	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #2	CC1C(=O)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C1O[Si](C)(C)C	2437.7	Standard non polar	33892256
Myrigalone A,2TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2465.9	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2411.2	Standard non polar	33892256
Myrigalone A,2TMS,isomer #4	CC1=C(O[Si](C)(C)C)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C)C(C)(C)C1=O	2367.3	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #4	CC1=C(O[Si](C)(C)C)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C)C(C)(C)C1=O	2390.5	Standard non polar	33892256
Myrigalone A,2TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2469.1	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #5	CC1=C(O[Si](C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C(=O)C(C)(C)C1=O	2463.6	Standard non polar	33892256
Myrigalone A,2TMS,isomer #6	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C)C1=O	2399.4	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #6	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C)C1=O	2406.2	Standard non polar	33892256
Myrigalone A,2TMS,isomer #7	CC1=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C1=O	2361.7	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #7	CC1=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C1=O	2390.3	Standard non polar	33892256
Myrigalone A,2TMS,isomer #8	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)(C)C1=O	2417.2	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #8	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)(C)C1=O	2448.3	Standard non polar	33892256
Myrigalone A,2TMS,isomer #9	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C1=O	2407.6	Semi standard non polar	33892256
Myrigalone A,2TMS,isomer #9	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C1=O	2485.3	Standard non polar	33892256
Myrigalone A,3TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C1O[Si](C)(C)C	2417.0	Semi standard non polar	33892256
Myrigalone A,3TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C1O[Si](C)(C)C	2512.6	Standard non polar	33892256
Myrigalone A,3TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)(C)C1=O	2445.8	Semi standard non polar	33892256
Myrigalone A,3TMS,isomer #2	CC1=C(O[Si](C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(C)(C)C1=O	2512.1	Standard non polar	33892256
Myrigalone A,3TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)=C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C1=O	2423.5	Semi standard non polar	33892256
Myrigalone A,3TMS,isomer #3	CC1=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)=C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C)C1=O	2521.8	Standard non polar	33892256
Myrigalone A,1TBDMS,isomer #1	CC1C(=O)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	2555.0	Semi standard non polar	33892256
Myrigalone A,1TBDMS,isomer #1	CC1C(=O)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	2559.3	Standard non polar	33892256
Myrigalone A,1TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2556.1	Semi standard non polar	33892256
Myrigalone A,1TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=O)CCC2=CC=CC=C2)C(=O)C(C)(C)C1=O	2632.3	Standard non polar	33892256
Myrigalone A,1TBDMS,isomer #3	CC1C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2608.5	Semi standard non polar	33892256
Myrigalone A,1TBDMS,isomer #3	CC1C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2580.6	Standard non polar	33892256
Myrigalone A,1TBDMS,isomer #4	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	2573.9	Semi standard non polar	33892256
Myrigalone A,1TBDMS,isomer #4	CC1C(=O)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	2553.8	Standard non polar	33892256
Myrigalone A,1TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)C1=O	2527.8	Semi standard non polar	33892256
Myrigalone A,1TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)C1=O	2657.4	Standard non polar	33892256
Myrigalone A,1TBDMS,isomer #6	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2635.1	Semi standard non polar	33892256
Myrigalone A,1TBDMS,isomer #6	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2675.6	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	2818.1	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=O)CCC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	2822.5	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #2	CC1C(=O)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2860.5	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #2	CC1C(=O)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2907.5	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2892.4	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2852.3	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	2811.2	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=O)CCC2=CC=CC=C2)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	2822.7	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2913.3	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C1=O	2949.9	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #6	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C1=O	2865.7	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #6	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(=C(CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C1=O	2844.1	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #7	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C1=O	2806.2	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #7	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CCC2=CC=CC=C2)C1=O	2817.3	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #8	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	2865.7	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #8	CC1C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	2895.3	Standard non polar	33892256
Myrigalone A,2TBDMS,isomer #9	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C1=O	2873.5	Semi standard non polar	33892256
Myrigalone A,2TBDMS,isomer #9	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C1=O	2974.5	Standard non polar	33892256
Myrigalone A,3TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3067.7	Semi standard non polar	33892256
Myrigalone A,3TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3150.3	Standard non polar	33892256
Myrigalone A,3TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	3080.0	Semi standard non polar	33892256
Myrigalone A,3TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1=O	3151.4	Standard non polar	33892256
Myrigalone A,3TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C1=O	3065.6	Semi standard non polar	33892256
Myrigalone A,3TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=C(C(=CCC2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C1=O	3153.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Myrigalone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-7940000000-dac3cfb7c90fe5be08ec	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myrigalone A 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 - Myrigalone A 10V, Positive-QTOF	splash10-0ue9-0479000000-fd1aba1ff53b59063009	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 20V, Positive-QTOF	splash10-000w-2941000000-f3ab2a1159864407faba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 40V, Positive-QTOF	splash10-004i-4900000000-c8572c4a637fbeb3dd87	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 10V, Negative-QTOF	splash10-0002-0290000000-4474e0bc6577d8d47a65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 20V, Negative-QTOF	splash10-015a-1940000000-8c3bd2a0e2cc31d2e18b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 40V, Negative-QTOF	splash10-067m-9510000000-6b9269f6c96be2b56bbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 10V, Positive-QTOF	splash10-0ue9-1597000000-652b73a4042589846aaa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 20V, Positive-QTOF	splash10-0560-2931000000-47dd17f0a6921a7f3683	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 40V, Positive-QTOF	splash10-0a59-5910000000-ef59e67c87a61e3e9b7b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 10V, Negative-QTOF	splash10-0002-0290000000-35b9a54d7f14fb0d7a2f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 20V, Negative-QTOF	splash10-014j-1930000000-0bd98efd4ff2a8cdc2be	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myrigalone A 40V, Negative-QTOF	splash10-004i-9210000000-3aedeaecebe36bc9a7be	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB016256

KNApSAcK ID

C00007979

Chemspider ID

9897045

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11722329

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1859501

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 Myrigalone A (HMDB0037245)

MOL for HMDB0037245 (Myrigalone A)

3D MOL for HMDB0037245 (Myrigalone A)

3D SDF for HMDB0037245 (Myrigalone A)

3D-SDF for HMDB0037245 (Myrigalone A)

PDB for HMDB0037245 (Myrigalone A)

3D PDB for HMDB0037245 (Myrigalone A)

SMILES for HMDB0037245 (Myrigalone A)

INCHI for HMDB0037245 (Myrigalone A)

Structure for HMDB0037245 (Myrigalone A)

3D Structure for HMDB0037245 (Myrigalone A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra