MiMeDB: Showing metabocard for Andrastin B (MMDBc0017333)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:44:44 UTC

Update Date

2025-10-07 16:06:39 UTC

Metabolite ID

MMDBc0017333

Metabolite Identification

Common Name

Andrastin B

Description

Andrastin B is a natural product belonging to the class of indole alkaloids. There is limited literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109442D          

 38 41  0  0  1  0            999 V2000
    2.6421    2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607   -0.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353   -1.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328   -0.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1721   -0.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0784    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902   -1.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748   -1.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -1.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 15  1  1  0  0  0  0
 15 13  2  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
 18  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 21 16  2  0  0  0  0
 22 16  1  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
 24 18  1  0  0  0  0
 24 20  1  0  0  0  0
 25  6  1  1  0  0  0
 25 11  1  0  0  0  0
 25 19  1  0  0  0  0
 26  7  1  1  0  0  0
 26 15  1  0  0  0  0
 26 21  1  0  0  0  0
 27 12  1  0  0  0  0
 27 14  1  1  0  0  0
 27 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 22  1  0  0  0  0
 28 23  1  1  0  0  0
 28 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 14  1  0  0  0  0
 30 17  2  0  0  0  0
 31 21  1  0  0  0  0
 32 22  2  0  0  0  0
 33 23  2  0  0  0  0
 34  8  1  0  0  0  0
 34 23  1  0  0  0  0
 35 17  1  0  0  0  0
 20 35  1  6  0  0  0
 18 36  1  6  0  0  0
 19 37  1  6  0  0  0
 20 38  1  1  0  0  0
M  END


  Mrv1652305152109442D          

 38 41  0  0  1  0            999 V2000
    2.6421    2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607   -0.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353   -1.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328   -0.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1721   -0.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0784    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902   -1.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748   -1.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -1.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 15  1  1  0  0  0  0
 15 13  2  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
 18  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 21 16  2  0  0  0  0
 22 16  1  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
 24 18  1  0  0  0  0
 24 20  1  0  0  0  0
 25  6  1  1  0  0  0
 25 11  1  0  0  0  0
 25 19  1  0  0  0  0
 26  7  1  1  0  0  0
 26 15  1  0  0  0  0
 26 21  1  0  0  0  0
 27 12  1  0  0  0  0
 27 14  1  1  0  0  0
 27 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 22  1  0  0  0  0
 28 23  1  1  0  0  0
 28 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 14  1  0  0  0  0
 30 17  2  0  0  0  0
 31 21  1  0  0  0  0
 32 22  2  0  0  0  0
 33 23  2  0  0  0  0
 34  8  1  0  0  0  0
 34 23  1  0  0  0  0
 35 17  1  0  0  0  0
 20 35  1  6  0  0  0
 18 36  1  6  0  0  0
 19 37  1  6  0  0  0
 20 38  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017333

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@]2(CO)[C@]([H])(CC[C@@]3(C)[C@@]2([H])C=C(C)[C@@]2(C)C(O)=C(C)C(=O)[C@@]32C(=O)OC)C1(C)C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13,18-20,29,31H,9-12,14H2,1-8H3/t18-,19-,20+,25+,26+,27+,28-/m1/s1

> <INCHI_KEY>
DZXRNRBENGRMTG-OXILWVMOSA-N

> <FORMULA>
C28H40O7

> <MOLECULAR_WEIGHT>
488.621

> <EXACT_MASS>
488.277403628

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
53.26361506671248

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,2S,5S,7S,10S,11R,15R)-5-(acetyloxy)-14-hydroxy-2-(hydroxymethyl)-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.212260056666665

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.469030024938654

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.4879342999437615

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8440450644716498

> <JCHEM_POLAR_SURFACE_AREA>
110.13

> <JCHEM_REFRACTIVITY>
131.78259999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,5S,7S,10S,11R,15R)-5-(acetyloxy)-14-hydroxy-2-(hydroxymethyl)-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

> <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       4.932   4.480   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.047  -0.198   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.028   2.854   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.519  -2.124   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.381  -1.452   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.921  -1.292   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.613  -3.652   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.551   1.405   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.355  -1.089   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.986   0.406   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.480   3.667   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      16.067   1.134   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.978   3.020   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.342  -2.019   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.300  -2.305   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.244  -2.156   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   36  H   UNK     0      10.526   0.770   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.978   1.583   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      12.565  -0.949   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   24                                                            
CONECT    5   24                                                            
CONECT    6   25                                                            
CONECT    7   26                                                            
CONECT    8   34                                                            
CONECT    9   11   18                                                       
CONECT   10   12   20                                                       
CONECT   11    9   25                                                       
CONECT   12   10   27                                                       
CONECT   13   15   19                                                       
CONECT   14   27   29                                                       
CONECT   15    1   13   26                                                  
CONECT   16    2   21   22                                                  
CONECT   17    3   30   35                                                  
CONECT   18    9   24   27   36                                             
CONECT   19   13   25   27   37                                             
CONECT   20   10   24   35   38                                             
CONECT   21   16   26   31                                                  
CONECT   22   16   28   32                                                  
CONECT   23   28   33   34                                                  
CONECT   24    4    5   18   20                                             
CONECT   25    6   11   19   28                                             
CONECT   26    7   15   21   28                                             
CONECT   27   12   14   18   19                                             
CONECT   28   22   23   25   26                                             
CONECT   29   14                                                            
CONECT   30   17                                                            
CONECT   31   21                                                            
CONECT   32   22                                                            
CONECT   33   23                                                            
CONECT   34    8   23                                                       
CONECT   35   17   20                                                       
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

Synonyms

Not Available

Molecular Formula

C₂₈H₄₀O₇

Average Mass

488.621

Monoisotopic Mass

488.277403628

IUPAC Name

methyl (1R,2S,5S,7S,10S,11R,15R)-5-(acetyloxy)-14-hydroxy-2-(hydroxymethyl)-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

Traditional Name

methyl (1R,2S,5S,7S,10S,11R,15R)-5-(acetyloxy)-14-hydroxy-2-(hydroxymethyl)-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-13,16-diene-11-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@]2(CO)[C@]([H])(CC[C@@]3(C)[C@@]2([H])C=C(C)[C@@]2(C)C(O)=C(C)C(=O)[C@@]32C(=O)OC)C1(C)C)OC(C)=O

InChI Identifier

InChI=1S/C28H40O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13,18-20,29,31H,9-12,14H2,1-8H3/t18-,19-,20+,25+,26+,27+,28-/m1/s1

InChI Key

DZXRNRBENGRMTG-OXILWVMOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
19-hydroxysteroid
18-hydroxysteroid
17-hydroxysteroid
Oxosteroid
15-oxosteroid
Hydroxysteroid
Dicarboxylic acid or derivatives
Vinylogous acid
Methyl ester
Ketone
Carboxylic acid ester
Enol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0023 g/L	ALOGPS
logP	3.45	ALOGPS
logP	3.21	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.78 m³·mol⁻¹	ChemAxon
Polarizability	53.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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	30.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	35.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	631.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	728.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	823.6
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	218.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3354.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	85.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	482.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	653.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	217.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	158.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	219.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	8.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	164.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	156.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	527.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1933.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1337.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Andrastin B_TMS_1	COC(=O)[C@@]12C(=O)C(C)=C(O)[C@]1(C)C(C)=C[C@H]1[C@]3(CO[Si](C)(C)C)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C	standard non polar	2025-10-23	2427.71
Gas Chromatography	Andrastin B_TMS_2	COC(=O)[C@@]12C(=O)C(C)=C(O[Si](C)(C)C)[C@]1(C)C(C)=C[C@H]1[C@]3(CO)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C	standard non polar	2025-10-23	1638.34
Gas Chromatography	Andrastin B_TMS_3	COC(=O)[C@@]12C(=O)C(C)=C(O[Si](C)(C)C)[C@]1(C)C(C)=C[C@H]1[C@]3(CO[Si](C)(C)C)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C	standard non polar	2025-10-23	2322.51
Gas Chromatography	Andrastin B_TMS_1	COC(=O)[C@@]12C(=O)C(C)=C(O)[C@]1(C)C(C)=C[C@H]1[C@]3(CO[Si](C)(C)C)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C	standard polar	2025-10-23	1863.16
Gas Chromatography	Andrastin B_TMS_2	COC(=O)[C@@]12C(=O)C(C)=C(O[Si](C)(C)C)[C@]1(C)C(C)=C[C@H]1[C@]3(CO)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C	standard polar	2025-10-23	2822.8
Gas Chromatography	Andrastin B_TMS_3	COC(=O)[C@@]12C(=O)C(C)=C(O[Si](C)(C)C)[C@]1(C)C(C)=C[C@H]1[C@]3(CO[Si](C)(C)C)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C	standard polar	2025-10-23	1657.86

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	2	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

C00055071

Chemspider ID

8543683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10368235

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 Andrastin B (MMDBc0017333)

MOL for #<Metabolite:0x00007fc954c03968>

3D MOL for #<Metabolite:0x00007fc954c03968>

3D SDF for #<Metabolite:0x00007fc954c03968>

3D-SDF for #<Metabolite:0x00007fc954c03968>

PDB for #<Metabolite:0x00007fc954c03968>

3D PDB for #<Metabolite:0x00007fc954c03968>

SMILES for #<Metabolite:0x00007fc954c03968>

INCHI for #<Metabolite:0x00007fc954c03968>

Structure for #<Metabolite:0x00007fc954c03968>

3D Structure for #<Metabolite:0x00007fc954c03968>