MiMeDB: Showing metabocard for Gacamide A (MMDBc0024902)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:41:36 UTC

Update Date

2022-08-31 06:50:10 UTC

Metabolite ID

MMDBc0024902

Metabolite Identification

Common Name

Gacamide A

Description

Gacamide A belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Gacamide A is a moderately acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116412D          

112112  0  0  1  0            999 V2000
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M  END


  Mrv1652305152116412D          

112112  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
MMDBc0024902

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCCCCCC)CC(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CC(O)=O)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]1([H])COC(=O)[C@@]([H])(N=C(O)[C@@]([H])(CO)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C1O)[C@@]([H])(C)CC)[C@]([H])(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C66H115N13O19/c1-14-17-18-19-20-21-40(81)30-52(84)69-43(26-34(4)5)58(89)74-47(31-53(85)86)62(93)71-42(23-25-51(68)83)57(88)78-54(38(12)15-2)65(96)75-46(29-37(10)11)59(90)70-41(22-24-50(67)82)56(87)77-49-33-98-66(97)55(39(13)16-3)79-63(94)48(32-80)76-61(92)45(28-36(8)9)72-60(91)44(27-35(6)7)73-64(49)95/h34-49,54-55,80-81H,14-33H2,1-13H3,(H2,67,82)(H2,68,83)(H,69,84)(H,70,90)(H,71,93)(H,72,91)(H,73,95)(H,74,89)(H,75,96)(H,76,92)(H,77,87)(H,78,88)(H,79,94)(H,85,86)/t38-,39+,40-,41-,42-,43-,44+,45+,46-,47-,48-,49-,54+,55+/m1/s1

> <INCHI_KEY>
WTINGRXDSLFUKC-GGENCQROSA-N

> <FORMULA>
C66H115N13O19

> <MOLECULAR_WEIGHT>
1394.718

> <EXACT_MASS>
1393.843218535

> <JCHEM_ACCEPTOR_COUNT>
31

> <JCHEM_ATOM_COUNT>
213

> <JCHEM_AVERAGE_POLARIZABILITY>
152.43444069372163

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
18

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-{[(1R)-1-{[(1S,2R)-1-{[(1R)-1-{[(1R)-1-{[(3S,6R,9S,12S,15R)-3-[(2S)-butan-2-yl]-5,8,11,14-tetrahydroxy-6-(hydroxymethyl)-9,12-bis(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13-tetraazacyclohexadeca-4,7,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-methylbutyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-{[(2R)-2-{[(3R)-1,3-dihydroxydecylidene]amino}-1-hydroxy-4-methylpentylidene]amino}propanoic acid

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
10.400725443000004

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.0767310665853014

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.681325036543534

> <JCHEM_POLAR_SURFACE_AREA>
550.7100000000003

> <JCHEM_REFRACTIVITY>
381.61979999999977

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-{[(1R)-1-{[(1S,2R)-1-{[(1R)-1-{[(1R)-1-{[(3S,6R,9S,12S,15R)-3-[(2S)-butan-2-yl]-5,8,11,14-tetrahydroxy-6-(hydroxymethyl)-9,12-bis(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13-tetraazacyclohexadeca-4,7,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-methylbutyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-{[(2R)-2-{[(3R)-1,3-dihydroxydecylidene]amino}-1-hydroxy-4-methylpentylidene]amino}propanoic 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     -10.312 -25.974   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.938 -35.309   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.028 -36.643   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.692 -31.308   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.692 -28.641   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.478 -35.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.788 -33.976   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.788 -41.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.788 -39.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.168 -28.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.168 -25.974   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.478 -32.642   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.488 -33.976   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.542 -24.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.168 -33.976   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.488 -36.643   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -24.640   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.232 -23.306   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.692 -23.306   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.922 -21.973   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.382 -21.973   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.868 -28.641   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.548 -33.976   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.408 -28.641   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.008 -33.976   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.382 -29.975   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.788 -36.643   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.098 -40.644   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.478 -27.307   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.382 -24.640   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.008 -28.641   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.488 -39.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.638 -32.642   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.922 -29.975   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.018 -35.309   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.558 -40.644   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.938 -27.307   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.938 -32.642   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.718 -35.309   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.612 -23.306   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.098 -29.975   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.318 -32.642   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.612 -28.641   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.328 -36.643   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.868 -39.310   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.248 -28.641   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.238 -29.975   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      18.948 -39.310   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      15.868 -33.976   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      18.178 -27.307   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.238 -35.309   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.612 -25.974   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       3.548 -28.641   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       8.168 -31.308   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      18.178 -35.309   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      15.868 -31.308   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       5.858 -32.642   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -1.072 -28.641   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      12.788 -28.641   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      13.558 -37.977   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      16.638 -40.644   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       2.008 -31.308   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      18.178 -37.977   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      14.328 -33.976   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       8.938 -29.975   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      18.948 -33.976   0.000  0.00  0.00           C+0
HETATM   67  N   UNK     0      17.408 -25.974   0.000  0.00  0.00           N+0
HETATM   68  N   UNK     0       2.008 -36.643   0.000  0.00  0.00           N+0
HETATM   69  N   UNK     0      -3.382 -27.307   0.000  0.00  0.00           N+0
HETATM   70  N   UNK     0      13.558 -29.975   0.000  0.00  0.00           N+0
HETATM   71  N   UNK     0       3.548 -31.308   0.000  0.00  0.00           N+0
HETATM   72  N   UNK     0      14.328 -39.310   0.000  0.00  0.00           N+0
HETATM   73  N   UNK     0      13.558 -35.309   0.000  0.00  0.00           N+0
HETATM   74  N   UNK     0      -0.302 -29.975   0.000  0.00  0.00           N+0
HETATM   75  N   UNK     0      10.478 -29.975   0.000  0.00  0.00           N+0
HETATM   76  N   UNK     0      18.178 -40.644   0.000  0.00  0.00           N+0
HETATM   77  N   UNK     0      15.098 -32.642   0.000  0.00  0.00           N+0
HETATM   78  N   UNK     0       6.628 -31.308   0.000  0.00  0.00           N+0
HETATM   79  N   UNK     0      18.948 -36.643   0.000  0.00  0.00           N+0
HETATM   80  O   UNK     0      21.258 -40.644   0.000  0.00  0.00           O+0
HETATM   81  O   UNK     0      -1.072 -23.306   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0      19.718 -27.307   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0      -0.302 -35.309   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0      -1.072 -25.974   0.000  0.00  0.00           O+0
HETATM   85  O   UNK     0       4.318 -29.975   0.000  0.00  0.00           O+0
HETATM   86  O   UNK     0       4.318 -27.307   0.000  0.00  0.00           O+0
HETATM   87  O   UNK     0      17.408 -31.308   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0       6.628 -33.976   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0      -0.302 -27.307   0.000  0.00  0.00           O+0
HETATM   90  O   UNK     0      13.558 -27.307   0.000  0.00  0.00           O+0
HETATM   91  O   UNK     0      12.018 -37.977   0.000  0.00  0.00           O+0
HETATM   92  O   UNK     0      15.868 -41.978   0.000  0.00  0.00           O+0
HETATM   93  O   UNK     0       1.238 -32.642   0.000  0.00  0.00           O+0
HETATM   94  O   UNK     0      16.638 -37.977   0.000  0.00  0.00           O+0
HETATM   95  O   UNK     0      13.558 -32.642   0.000  0.00  0.00           O+0
HETATM   96  O   UNK     0       7.531 -29.348   0.000  0.00  0.00           O+0
HETATM   97  O   UNK     0      20.194 -33.071   0.000  0.00  0.00           O+0
HETATM   98  O   UNK     0      18.178 -32.642   0.000  0.00  0.00           O+0
HETATM   99  H   UNK     0       9.708 -33.976   0.000  0.00  0.00           H+0
HETATM  100  H   UNK     0      21.258 -35.309   0.000  0.00  0.00           H+0
HETATM  101  H   UNK     0      -4.152 -23.306   0.000  0.00  0.00           H+0
HETATM  102  H   UNK     0      16.638 -29.975   0.000  0.00  0.00           H+0
HETATM  103  H   UNK     0       5.088 -33.976   0.000  0.00  0.00           H+0
HETATM  104  H   UNK     0      -1.842 -29.975   0.000  0.00  0.00           H+0
HETATM  105  H   UNK     0      15.868 -36.643   0.000  0.00  0.00           H+0
HETATM  106  H   UNK     0      15.098 -37.977   0.000  0.00  0.00           H+0
HETATM  107  H   UNK     0      12.018 -27.307   0.000  0.00  0.00           H+0
HETATM  108  H   UNK     0       2.778 -29.975   0.000  0.00  0.00           H+0
HETATM  109  H   UNK     0      19.718 -40.644   0.000  0.00  0.00           H+0
HETATM  110  H   UNK     0      16.638 -35.309   0.000  0.00  0.00           H+0
HETATM  111  H   UNK     0       9.708 -31.308   0.000  0.00  0.00           H+0
HETATM  112  H   UNK     0      17.408 -36.643   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   34                                                            
CONECT    5   34                                                            
CONECT    6   35                                                            
CONECT    7   35                                                            
CONECT    8   36                                                            
CONECT    9   36                                                            
CONECT   10   37                                                            
CONECT   11   37                                                            
CONECT   12   38                                                            
CONECT   13   39                                                            
CONECT   14    1   17                                                       
CONECT   15    2   38                                                       
CONECT   16    3   39                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   40                                                       
CONECT   22   24   41                                                       
CONECT   23   25   42                                                       
CONECT   24   22   50                                                       
CONECT   25   23   51                                                       
CONECT   26   34   43                                                       
CONECT   27   35   44                                                       
CONECT   28   36   45                                                       
CONECT   29   37   46                                                       
CONECT   30   40   52                                                       
CONECT   31   47   53                                                       
CONECT   32   48   80                                                       
CONECT   33   49   98                                                       
CONECT   34    4    5   26                                                  
CONECT   35    6    7   27                                                  
CONECT   36    8    9   28                                                  
CONECT   37   10   11   29                                                  
CONECT   38   12   15   54   99                                             
CONECT   39   13   16   55  100                                             
CONECT   40   21   30   81  101                                             
CONECT   41   22   56   70  102                                             
CONECT   42   23   57   71  103                                             
CONECT   43   26   58   69  104                                             
CONECT   44   27   60   73  105                                             
CONECT   45   28   61   72  106                                             
CONECT   46   29   59   75  107                                             
CONECT   47   31   62   74  108                                             
CONECT   48   32   63   76  109                                             
CONECT   49   33   64   77  110                                             
CONECT   50   24   67   82                                                  
CONECT   51   25   68   83                                                  
CONECT   52   30   69   84                                                  
CONECT   53   31   85   86                                                  
CONECT   54   38   65   78  111                                             
CONECT   55   39   66   79  112                                             
CONECT   56   41   77   87                                                  
CONECT   57   42   78   88                                                  
CONECT   58   43   74   89                                                  
CONECT   59   46   70   90                                                  
CONECT   60   44   72   91                                                  
CONECT   61   45   76   92                                                  
CONECT   62   47   71   93                                                  
CONECT   63   48   79   94                                                  
CONECT   64   49   73   95                                                  
CONECT   65   54   75   96                                                  
CONECT   66   55   97   98                                                  
CONECT   67   50                                                            
CONECT   68   51                                                            
CONECT   69   43   52                                                       
CONECT   70   41   59                                                       
CONECT   71   42   62                                                       
CONECT   72   45   60                                                       
CONECT   73   44   64                                                       
CONECT   74   47   58                                                       
CONECT   75   46   65                                                       
CONECT   76   48   61                                                       
CONECT   77   49   56                                                       
CONECT   78   54   57                                                       
CONECT   79   55   63                                                       
CONECT   80   32                                                            
CONECT   81   40                                                            
CONECT   82   50                                                            
CONECT   83   51                                                            
CONECT   84   52                                                            
CONECT   85   53                                                            
CONECT   86   53                                                            
CONECT   87   56                                                            
CONECT   88   57                                                            
CONECT   89   58                                                            
CONECT   90   59                                                            
CONECT   91   60                                                            
CONECT   92   61                                                            
CONECT   93   62                                                            
CONECT   94   63                                                            
CONECT   95   64                                                            
CONECT   96   65                                                            
CONECT   97   66                                                            
CONECT   98   33   66                                                       
CONECT   99   38                                                            
CONECT  100   39                                                            
CONECT  101   40                                                            
CONECT  102   41                                                            
CONECT  103   42                                                            
CONECT  104   43                                                            
CONECT  105   44                                                            
CONECT  106   45                                                            
CONECT  107   46                                                            
CONECT  108   47                                                            
CONECT  109   48                                                            
CONECT  110   49                                                            
CONECT  111   54                                                            
CONECT  112   55                                                            
MASTER        0    0    0    0    0    0    0    0  112    0  224    0
END

Synonyms

Not Available

Molecular Formula

C₆₆H₁₁₅N₁₃O₁₉

Average Mass

1394.718

Monoisotopic Mass

1393.843218535

IUPAC Name

(3R)-3-{[(1R)-1-{[(1S,2R)-1-{[(1R)-1-{[(1R)-1-{[(3S,6R,9S,12S,15R)-3-[(2S)-butan-2-yl]-5,8,11,14-tetrahydroxy-6-(hydroxymethyl)-9,12-bis(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13-tetraazacyclohexadeca-4,7,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-methylbutyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-{[(2R)-2-{[(3R)-1,3-dihydroxydecylidene]amino}-1-hydroxy-4-methylpentylidene]amino}propanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CCCCCCC)CC(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CC(O)=O)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]1([H])COC(=O)[C@@]([H])(N=C(O)[C@@]([H])(CO)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C1O)[C@@]([H])(C)CC)[C@]([H])(C)CC

InChI Identifier

InChI=1S/C66H115N13O19/c1-14-17-18-19-20-21-40(81)30-52(84)69-43(26-34(4)5)58(89)74-47(31-53(85)86)62(93)71-42(23-25-51(68)83)57(88)78-54(38(12)15-2)65(96)75-46(29-37(10)11)59(90)70-41(22-24-50(67)82)56(87)77-49-33-98-66(97)55(39(13)16-3)79-63(94)48(32-80)76-61(92)45(28-36(8)9)72-60(91)44(27-35(6)7)73-64(49)95/h34-49,54-55,80-81H,14-33H2,1-13H3,(H2,67,82)(H2,68,83)(H,69,84)(H,70,90)(H,71,93)(H,72,91)(H,73,95)(H,74,89)(H,75,96)(H,76,92)(H,77,87)(H,78,88)(H,79,94)(H,85,86)/t38-,39+,40-,41-,42-,43-,44+,45+,46-,47-,48-,49-,54+,55+/m1/s1

InChI Key

WTINGRXDSLFUKC-GGENCQROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolactam
Alpha-amino acid ester
Alpha-amino acid or derivatives
Hydroxy fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Cyclic carboximidic acid
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	1.88	ALOGPS
logP	10.4	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	31	ChemAxon
Hydrogen Donor Count	18	ChemAxon
Polar Surface Area	550.71 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	381.62 m³·mol⁻¹	ChemAxon
Polarizability	152.43 Å³	ChemAxon
Number of Rings	1	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 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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

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

Metabolic Reactions

Not Available

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
Bacteria	Proteobacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145720798

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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 Gacamide A (MMDBc0024902)

MOL for #<Metabolite:0x00007fecf22dedd0>

3D MOL for #<Metabolite:0x00007fecf22dedd0>

3D SDF for #<Metabolite:0x00007fecf22dedd0>

3D-SDF for #<Metabolite:0x00007fecf22dedd0>

PDB for #<Metabolite:0x00007fecf22dedd0>

3D PDB for #<Metabolite:0x00007fecf22dedd0>

SMILES for #<Metabolite:0x00007fecf22dedd0>

INCHI for #<Metabolite:0x00007fecf22dedd0>

Structure for #<Metabolite:0x00007fecf22dedd0>

3D Structure for #<Metabolite:0x00007fecf22dedd0>