MiMeDB: Showing metabocard for Alternapyrone F (MMDBc0023897)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 13:47:47 UTC

Update Date

2025-10-07 16:07:23 UTC

Metabolite ID

MMDBc0023897

Metabolite Identification

Common Name

Alternapyrone F

Description

Alternapyrone F is a member of the pyrone chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152115472D          

 39 40  0  0  1  0            999 V2000
   -1.6204    9.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    7.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   10.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   12.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954   13.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    5.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   10.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846    4.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5945    3.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241    4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    9.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    7.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   10.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   12.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   12.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    5.0605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4454    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    4.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   12.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   11.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954   12.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    5.0605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4150    3.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    3.9045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   13.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    5.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204   12.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   11.4908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6971    5.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   10.0618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479    4.4772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    7.2039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 16  1  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17  2  1  0  0  0  0
 10 17  1  4  0  0  0
 17 12  2  0  0  0  0
 18  3  1  0  0  0  0
 18 11  1  0  0  0  0
 19  4  1  0  0  0  0
 20  5  1  0  0  0  0
 21  6  1  1  0  0  0
 22  8  1  0  0  0  0
 12 22  1  4  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 23 21  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 22  1  0  0  0  0
 27 20  1  0  0  0  0
 28  9  1  1  0  0  0
 28 13  1  0  0  0  0
 28 15  1  6  0  0  0
 29 14  1  0  0  0  0
 30 15  1  0  0  0  0
 31 24  1  0  0  0  0
 32 26  2  0  0  0  0
 33 26  1  0  0  0  0
 34 27  2  0  0  0  0
 35 25  1  0  0  0  0
 35 27  1  0  0  0  0
 36 21  1  0  0  0  0
 36 28  1  0  0  0  0
 37 18  1  0  0  0  0
 21 38  1  6  0  0  0
 39 22  1  0  0  0  0
M  END


  Mrv1652305152115472D          

 39 40  0  0  1  0            999 V2000
   -1.6204    9.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    7.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   10.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   12.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954   13.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    5.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   10.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846    4.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5945    3.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241    4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    9.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    7.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   10.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   12.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   12.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    5.0605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4454    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    4.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   12.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   11.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954   12.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    5.0605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4150    3.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    3.9045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454   13.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    5.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204   12.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   11.4908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6971    5.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   10.0618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479    4.4772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    7.2039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 16  1  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17  2  1  0  0  0  0
 10 17  1  4  0  0  0
 17 12  2  0  0  0  0
 18  3  1  0  0  0  0
 18 11  1  0  0  0  0
 19  4  1  0  0  0  0
 20  5  1  0  0  0  0
 21  6  1  1  0  0  0
 22  8  1  0  0  0  0
 12 22  1  4  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 23 21  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 22  1  0  0  0  0
 27 20  1  0  0  0  0
 28  9  1  1  0  0  0
 28 13  1  0  0  0  0
 28 15  1  6  0  0  0
 29 14  1  0  0  0  0
 30 15  1  0  0  0  0
 31 24  1  0  0  0  0
 32 26  2  0  0  0  0
 33 26  1  0  0  0  0
 34 27  2  0  0  0  0
 35 25  1  0  0  0  0
 35 27  1  0  0  0  0
 36 21  1  0  0  0  0
 36 28  1  0  0  0  0
 37 18  1  0  0  0  0
 21 38  1  6  0  0  0
 39 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0023897

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CC(C)=CC(C)=CC([H])(CCC[C@@]1(CO)O[C@@]([H])(C)C(CO)=C1)C(O)=O)C1=C(C)C(O)=C(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O8/c1-16(11-18(3)25-19(4)24(31)20(5)27(34)35-25)10-17(2)12-22(26(32)33)8-7-9-28(15-30)13-23(14-29)21(6)36-28/h10,12-13,18,21-22,29-31H,7-9,11,14-15H2,1-6H3,(H,32,33)/t18?,21-,22?,28+/m0/s1

> <INCHI_KEY>
KBKPUHNZWFPACT-KSASSKFLSA-N

> <FORMULA>
C28H40O8

> <MOLECULAR_WEIGHT>
504.62

> <EXACT_MASS>
504.272318248

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
55.44443172667664

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{3-[(2R,5S)-2,4-bis(hydroxymethyl)-5-methyl-2,5-dihydrofuran-2-yl]propyl}-8-(4-hydroxy-3,5-dimethyl-2-oxo-2H-pyran-6-yl)-4,6-dimethylnona-3,5-dienoic acid

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
3.296967888666666

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.729937519871578

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.476352873644466

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7668574895138667

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
141.24480000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{3-[(2R,5S)-2,4-bis(hydroxymethyl)-5-methyl-5H-furan-2-yl]propyl}-8-(4-hydroxy-3,5-dimethyl-6-oxopyran-2-yl)-4,6-dimethylnona-3,5-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -3.025  17.448   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.025  14.781   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.025  20.116   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.025  22.783   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.645  25.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.012   9.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.255  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.025  12.114   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.715  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  16.115   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  18.782   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  13.447   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.531   7.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.976   6.736   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.352   8.820   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.565  17.448   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.565  14.781   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.565  20.116   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.565  22.783   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.875  24.117   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.547   9.446   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.565  12.114   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.071   7.982   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335  24.117   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.335  21.449   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.645  22.783   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.055   9.446   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.508   6.897   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.513   7.288   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.565  25.450   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.565   9.446   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.875  10.780   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -9.185  22.783   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -6.875  21.449   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.301  10.352   0.000  0.00  0.00           O+0
HETATM   37  H   UNK     0      -3.795  18.782   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.636   8.357   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.795  13.447   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6   21                                                            
CONECT    7    8    9                                                       
CONECT    8    7   22                                                       
CONECT    9    7   28                                                       
CONECT   10   16   17                                                       
CONECT   11   16   18                                                       
CONECT   12   17   22                                                       
CONECT   13   23   28                                                       
CONECT   14   23   29                                                       
CONECT   15   28   30                                                       
CONECT   16    1   10   11                                                  
CONECT   17    2   10   12                                                  
CONECT   18    3   11   25   37                                             
CONECT   19    4   24   25                                                  
CONECT   20    5   24   27                                                  
CONECT   21    6   23   36   38                                             
CONECT   22    8   12   26   39                                             
CONECT   23   13   14   21                                                  
CONECT   24   19   20   31                                                  
CONECT   25   18   19   35                                                  
CONECT   26   22   32   33                                                  
CONECT   27   20   34   35                                                  
CONECT   28    9   13   15   36                                             
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   24                                                            
CONECT   32   26                                                            
CONECT   33   26                                                            
CONECT   34   27                                                            
CONECT   35   25   27                                                       
CONECT   36   21   28                                                       
CONECT   37   18                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

Synonyms

Not Available

Molecular Formula

C₂₈H₄₀O₈

Average Mass

504.62

Monoisotopic Mass

504.272318248

IUPAC Name

2-{3-[(2R,5S)-2,4-bis(hydroxymethyl)-5-methyl-2,5-dihydrofuran-2-yl]propyl}-8-(4-hydroxy-3,5-dimethyl-2-oxo-2H-pyran-6-yl)-4,6-dimethylnona-3,5-dienoic acid

Traditional Name

2-{3-[(2R,5S)-2,4-bis(hydroxymethyl)-5-methyl-5H-furan-2-yl]propyl}-8-(4-hydroxy-3,5-dimethyl-6-oxopyran-2-yl)-4,6-dimethylnona-3,5-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(CC(C)=CC(C)=CC([H])(CCC[C@@]1(CO)O[C@@]([H])(C)C(CO)=C1)C(O)=O)C1=C(C)C(O)=C(C)C(=O)O1

InChI Identifier

InChI=1S/C28H40O8/c1-16(11-18(3)25-19(4)24(31)20(5)27(34)35-25)10-17(2)12-22(26(32)33)8-7-9-28(15-30)13-23(14-29)21(6)36-28/h10,12-13,18,21-22,29-31H,7-9,11,14-15H2,1-6H3,(H,32,33)/t18?,21-,22?,28+/m0/s1

InChI Key

KBKPUHNZWFPACT-KSASSKFLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Medium-chain hydroxy acid
Medium-chain fatty acid
Methyl-branched fatty acid
Pyranone
Hydroxy fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Pyran
Heteroaromatic compound
Vinylogous acid
Dihydrofuran
Lactone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0049 g/L	ALOGPS
logP	2.87	ALOGPS
logP	3.3	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	141.24 m³·mol⁻¹	ChemAxon
Polarizability	55.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	173.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	72.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	462.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	451.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	469.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	144.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1872.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	257.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	241.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	309.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	215.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	148.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	178.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	19.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	233.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	80.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	338.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1028.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	931.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Alternapyrone F_TMS_1	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	963.618
Gas Chromatography	Alternapyrone F_TMS_2	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	2554.63
Gas Chromatography	Alternapyrone F_TMS_3	CC(=CC(CCC[C@]1(CO)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	1261.77
Gas Chromatography	Alternapyrone F_TMS_4	CC(=CC(CCC[C@]1(CO)C=C(CO)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	3773.45
Gas Chromatography	Alternapyrone F_TMS_5	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	1424.62
Gas Chromatography	Alternapyrone F_TMS_6	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	1377.24
Gas Chromatography	Alternapyrone F_TMS_7	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	2641.81
Gas Chromatography	Alternapyrone F_TMS_8	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	1159.62
Gas Chromatography	Alternapyrone F_TMS_9	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	2596.2
Gas Chromatography	Alternapyrone F_TMS_10	CC(=CC(CCC[C@]1(CO)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	2159.83
Gas Chromatography	Alternapyrone F_TMS_11	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard non polar	2025-10-23	2549.86
Gas Chromatography	Alternapyrone F_TMS_12	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	3487.62
Gas Chromatography	Alternapyrone F_TMS_13	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	2293.11
Gas Chromatography	Alternapyrone F_TMS_14	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	2823.73
Gas Chromatography	Alternapyrone F_TMS_15	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard non polar	2025-10-23	1602.35
Gas Chromatography	Alternapyrone F_TMS_1	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	2845.43
Gas Chromatography	Alternapyrone F_TMS_2	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	1951.81
Gas Chromatography	Alternapyrone F_TMS_3	CC(=CC(CCC[C@]1(CO)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	3935.84
Gas Chromatography	Alternapyrone F_TMS_4	CC(=CC(CCC[C@]1(CO)C=C(CO)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	2819.33
Gas Chromatography	Alternapyrone F_TMS_5	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	1798.65
Gas Chromatography	Alternapyrone F_TMS_6	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	3310.8
Gas Chromatography	Alternapyrone F_TMS_7	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	2810.95
Gas Chromatography	Alternapyrone F_TMS_8	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	1813.45
Gas Chromatography	Alternapyrone F_TMS_9	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	1357.0
Gas Chromatography	Alternapyrone F_TMS_10	CC(=CC(CCC[C@]1(CO)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	1999.67
Gas Chromatography	Alternapyrone F_TMS_11	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O)=C(C)C(=O)O1	standard polar	2025-10-23	3080.75
Gas Chromatography	Alternapyrone F_TMS_12	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	1993.47
Gas Chromatography	Alternapyrone F_TMS_13	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	659.151
Gas Chromatography	Alternapyrone F_TMS_14	CC(=CC(CCC[C@]1(CO)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	2175.89
Gas Chromatography	Alternapyrone F_TMS_15	CC(=CC(CCC[C@]1(CO[Si](C)(C)C)C=C(CO[Si](C)(C)C)[C@H](C)O1)C(=O)O[Si](C)(C)C)C=C(C)CC(C)C1=C(C)C(O[Si](C)(C)C)=C(C)C(=O)O1	standard polar	2025-10-23	1122.85

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78441768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591188

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Alternapyrone F (MMDBc0023897)

MOL for #<Metabolite:0x00007f9accfcc0d8>

3D MOL for #<Metabolite:0x00007f9accfcc0d8>

3D SDF for #<Metabolite:0x00007f9accfcc0d8>

3D-SDF for #<Metabolite:0x00007f9accfcc0d8>

PDB for #<Metabolite:0x00007f9accfcc0d8>

3D PDB for #<Metabolite:0x00007f9accfcc0d8>

SMILES for #<Metabolite:0x00007f9accfcc0d8>

INCHI for #<Metabolite:0x00007f9accfcc0d8>

Structure for #<Metabolite:0x00007f9accfcc0d8>

3D Structure for #<Metabolite:0x00007f9accfcc0d8>