MiMeDB: Showing metabocard for Tyrocidine A (MMDBc0020091)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:03:22 UTC

Update Date

2025-10-07 16:07:03 UTC

Metabolite ID

MMDBc0020091

Metabolite Identification

Common Name

Tyrocidine A

Description

Tyrocidine A is a cyclopeptide antibiotic belonging to the class of linear peptides. Its chemical structure features a cyclic arrangement of amino acids, which contributes to its unique biological properties. Tyrocidine A has been shown to interact with amyloid-β (Aβ) peptides, specifically targeting the hydrophobic region of pyroglutamate-modified Aβ to inhibit its nucleation-aggregation process and its catalytic effect on Aβ aggregation (PMID:39132781 ). Additionally, it interacts with the hydrophobic C-terminus and middle domain of pEAβ3-42, maintaining an unordered conformation that effectively prevents the formation of initial oligomers and halts further aggregation (PMID:...). Furthermore, tyrocidine A is involved in the biosynthetic pathway where it forms complexes with tyrocidine synthetase C (TycC)-TE, facilitated by a linear peptide variant, enhancing the efficiency of the synthesis process (PMID:37423887 ). These interactions highlight the multifaceted role of tyrocidine A in both its chemical and biological contexts, underscoring its potential as a therapeutic agent against amyloid-related pathologies.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152112032D          

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M  END


  Mrv1652305152112032D          

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M  END
> <DATABASE_ID>
MMDBc0020091

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CCCN)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N=C(O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C2O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C66H87N13O13/c1-38(2)32-47-59(85)77-52(36-42-20-12-7-13-21-42)66(92)79-31-15-23-53(79)64(90)76-49(34-41-18-10-6-11-19-41)61(87)74-48(33-40-16-8-5-9-17-40)60(86)75-51(37-55(69)82)62(88)70-46(28-29-54(68)81)58(84)73-50(35-43-24-26-44(80)27-25-43)63(89)78-56(39(3)4)65(91)71-45(22-14-30-67)57(83)72-47/h5-13,16-21,24-27,38-39,45-53,56,80H,14-15,22-23,28-37,67H2,1-4H3,(H2,68,81)(H2,69,82)(H,70,88)(H,71,91)(H,72,83)(H,73,84)(H,74,87)(H,75,86)(H,76,90)(H,77,85)(H,78,89)/t45-,46-,47-,48+,49-,50-,51-,52+,53-,56-/m0/s1

> <INCHI_KEY>
GSXRBRIWJGAPDU-BBVRJQLQSA-N

> <FORMULA>
C66H87N13O13

> <MOLECULAR_WEIGHT>
1270.5

> <EXACT_MASS>
1269.654629913

> <JCHEM_ACCEPTOR_COUNT>
25

> <JCHEM_ATOM_COUNT>
179

> <JCHEM_AVERAGE_POLARIZABILITY>
132.20172157143855

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3S,6R,9S,12S,15S,18S,21S,24S,27R,32aS)-21-(3-aminopropyl)-3,6,27-tribenzyl-1,4,7,10,13,16,19,22,25-nonahydroxy-9-[(C-hydroxycarbonimidoyl)methyl]-15-[(4-hydroxyphenyl)methyl]-24-(2-methylpropyl)-28-oxo-18-(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,24H,27H,28H,30H,31H,32H,32aH-pyrrolo[1,2-a]1,4,7,10,13,16,19,22,25,28-decaazacyclotriacontan-12-yl]propanimidic acid

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
9.201149332333333

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.229835698035712

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.814880728846873

> <JCHEM_POLAR_SURFACE_AREA>
448.03000000000014

> <JCHEM_REFRACTIVITY>
363.5390999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tyrocidine

> <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       7.268 -18.572   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.239 -16.111   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.898 -13.965   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.757 -16.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.183   1.761   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.292   0.193   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.001 -12.164   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.643   1.796   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.922   0.409   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.026  -0.684   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.684  -0.466   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.444 -13.639   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.058 -11.043   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.719 -18.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.869 -10.473   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.843   0.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.121  -0.906   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.152  -2.219   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.810  -2.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.942 -13.994   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.557 -11.398   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.520 -17.067   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.743  -8.938   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.144 -13.245   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.167 -11.506   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.148 -14.413   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.171 -12.674   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.804  -6.025   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.302  -6.380   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.179 -18.347   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.582 -10.867   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.885 -16.451   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.781  -2.186   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.669  -4.412   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.650 -10.624   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.497 -13.228   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.416  -2.803   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.464 -17.045   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      17.631 -14.842   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.582  -0.871   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.544  -2.877   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.999 -12.873   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      20.654 -11.792   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      22.661 -14.127   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.780 -15.716   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.747  -7.146   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.081 -14.924   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.520  -3.537   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.062  -5.071   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      18.137 -10.909   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      15.220  -4.330   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.554 -12.108   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.164  -8.344   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      21.359  -5.260   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      16.837  -2.209   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      16.239 -14.183   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      11.241 -15.681   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      18.189  -8.621   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       7.856 -13.990   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      13.060  -3.573   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       9.328  -4.194   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      16.445  -5.264   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      17.627 -12.363   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       6.674  -6.891   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      14.973 -15.059   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       6.112 -10.632   0.000  0.00  0.00           C+0
HETATM   67  N   UNK     0      10.379 -19.663   0.000  0.00  0.00           N+0
HETATM   68  N   UNK     0      20.917  -3.785   0.000  0.00  0.00           N+0
HETATM   69  N   UNK     0      17.033  -0.681   0.000  0.00  0.00           N+0
HETATM   70  N   UNK     0      16.249  -6.791   0.000  0.00  0.00           N+0
HETATM   71  N   UNK     0      13.581 -14.401   0.000  0.00  0.00           N+0
HETATM   72  N   UNK     0      10.502 -14.330   0.000  0.00  0.00           N+0
HETATM   73  N   UNK     0      17.133  -9.741   0.000  0.00  0.00           N+0
HETATM   74  N   UNK     0      10.720  -4.853   0.000  0.00  0.00           N+0
HETATM   75  N   UNK     0      13.799  -4.924   0.000  0.00  0.00           N+0
HETATM   76  N   UNK     0       8.187  -6.605   0.000  0.00  0.00           N+0
HETATM   77  N   UNK     0       8.052 -12.462   0.000  0.00  0.00           N+0
HETATM   78  N   UNK     0      16.114 -12.648   0.000  0.00  0.00           N+0
HETATM   79  N   UNK     0       7.168  -9.512   0.000  0.00  0.00           N+0
HETATM   80  O   UNK     0      23.665 -15.295   0.000  0.00  0.00           O+0
HETATM   81  O   UNK     0      22.857  -5.615   0.000  0.00  0.00           O+0
HETATM   82  O   UNK     0      18.062  -3.142   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0      10.440 -16.996   0.000  0.00  0.00           O+0
HETATM   84  O   UNK     0      19.688  -8.976   0.000  0.00  0.00           O+0
HETATM   85  O   UNK     0       6.435 -14.584   0.000  0.00  0.00           O+0
HETATM   86  O   UNK     0      13.861  -2.257   0.000  0.00  0.00           O+0
HETATM   87  O   UNK     0       9.202  -2.659   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0      17.866  -4.670   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0      18.943 -13.163   0.000  0.00  0.00           O+0
HETATM   90  O   UNK     0       5.670  -5.723   0.000  0.00  0.00           O+0
HETATM   91  O   UNK     0      15.099 -16.594   0.000  0.00  0.00           O+0
HETATM   92  O   UNK     0       4.691 -11.226   0.000  0.00  0.00           O+0
HETATM   93  H   UNK     0      11.980 -17.032   0.000  0.00  0.00           H+0
HETATM   94  H   UNK     0      17.305  -5.671   0.000  0.00  0.00           H+0
HETATM   95  H   UNK     0      10.306 -15.857   0.000  0.00  0.00           H+0
HETATM   96  H   UNK     0       9.981  -3.502   0.000  0.00  0.00           H+0
HETATM   97  H   UNK     0       6.795  -5.947   0.000  0.00  0.00           H+0
HETATM   98  H   UNK     0      18.646  -9.456   0.000  0.00  0.00           H+0
HETATM   99  H   UNK     0      13.995  -3.396   0.000  0.00  0.00           H+0
HETATM  100  H   UNK     0       6.996 -13.583   0.000  0.00  0.00           H+0
HETATM  101  H   UNK     0       5.044  -7.288   0.000  0.00  0.00           H+0
HETATM  102  H   UNK     0      17.506 -13.307   0.000  0.00  0.00           H+0
CONECT    1   38                                                            
CONECT    2   38                                                            
CONECT    3   39                                                            
CONECT    4   39                                                            
CONECT    5    8    9                                                       
CONECT    6   10   11                                                       
CONECT    7   12   13                                                       
CONECT    8    5   16                                                       
CONECT    9    5   17                                                       
CONECT   10    6   18                                                       
CONECT   11    6   19                                                       
CONECT   12    7   20                                                       
CONECT   13    7   21                                                       
CONECT   14   22   30                                                       
CONECT   15   23   31                                                       
CONECT   16    8   40                                                       
CONECT   17    9   40                                                       
CONECT   18   10   41                                                       
CONECT   19   11   41                                                       
CONECT   20   12   42                                                       
CONECT   21   13   42                                                       
CONECT   22   14   45                                                       
CONECT   23   15   53                                                       
CONECT   24   26   43                                                       
CONECT   25   27   43                                                       
CONECT   26   24   44                                                       
CONECT   27   25   44                                                       
CONECT   28   29   46                                                       
CONECT   29   28   54                                                       
CONECT   30   14   67                                                       
CONECT   31   15   79                                                       
CONECT   32   38   47                                                       
CONECT   33   40   48                                                       
CONECT   34   41   49                                                       
CONECT   35   43   50                                                       
CONECT   36   42   52                                                       
CONECT   37   51   55                                                       
CONECT   38    1    2   32                                                  
CONECT   39    3    4   56                                                  
CONECT   40   16   17   33                                                  
CONECT   41   18   19   34                                                  
CONECT   42   20   21   36                                                  
CONECT   43   24   25   35                                                  
CONECT   44   26   27   80                                                  
CONECT   45   22   57   71   93                                             
CONECT   46   28   58   70   94                                             
CONECT   47   32   59   72   95                                             
CONECT   48   33   60   74   96                                             
CONECT   49   34   61   76   97                                             
CONECT   50   35   63   73   98                                             
CONECT   51   37   62   75   99                                             
CONECT   52   36   66   77  100                                             
CONECT   53   23   64   79  101                                             
CONECT   54   29   68   81                                                  
CONECT   55   37   69   82                                                  
CONECT   56   39   65   78  102                                             
CONECT   57   45   72   83                                                  
CONECT   58   46   73   84                                                  
CONECT   59   47   77   85                                                  
CONECT   60   48   75   86                                                  
CONECT   61   49   74   87                                                  
CONECT   62   51   70   88                                                  
CONECT   63   50   78   89                                                  
CONECT   64   53   76   90                                                  
CONECT   65   56   71   91                                                  
CONECT   66   52   79   92                                                  
CONECT   67   30                                                            
CONECT   68   54                                                            
CONECT   69   55                                                            
CONECT   70   46   62                                                       
CONECT   71   45   65                                                       
CONECT   72   47   57                                                       
CONECT   73   50   58                                                       
CONECT   74   48   61                                                       
CONECT   75   51   60                                                       
CONECT   76   49   64                                                       
CONECT   77   52   59                                                       
CONECT   78   56   63                                                       
CONECT   79   31   53   66                                                  
CONECT   80   44                                                            
CONECT   81   54                                                            
CONECT   82   55                                                            
CONECT   83   57                                                            
CONECT   84   58                                                            
CONECT   85   59                                                            
CONECT   86   60                                                            
CONECT   87   61                                                            
CONECT   88   62                                                            
CONECT   89   63                                                            
CONECT   90   64                                                            
CONECT   91   65                                                            
CONECT   92   66                                                            
CONECT   93   45                                                            
CONECT   94   46                                                            
CONECT   95   47                                                            
CONECT   96   48                                                            
CONECT   97   49                                                            
CONECT   98   50                                                            
CONECT   99   51                                                            
CONECT  100   52                                                            
CONECT  101   53                                                            
CONECT  102   56                                                            
MASTER        0    0    0    0    0    0    0    0  102    0  214    0
END

Synonyms

Value	Source
Cyclo-(D-phe-pro-phe-D-phe-asn-GLN-tyr-val-orn-leu)	ChEBI
Cyclo-(D-pheprophe-D-pheasnglntyrvalornleu)	ChEBI
TrcA	ChEBI
Brevicidin	MeSH
Rapicidin	MeSH
Tyrocidines	MeSH
Tyrocidine	MeSH

Molecular Formula

C₆₆H₈₇N₁₃O₁₃

Average Mass

1270.5

Monoisotopic Mass

1269.654629913

IUPAC Name

3-[(3S,6R,9S,12S,15S,18S,21S,24S,27R,32aS)-21-(3-aminopropyl)-3,6,27-tribenzyl-1,4,7,10,13,16,19,22,25-nonahydroxy-9-[(C-hydroxycarbonimidoyl)methyl]-15-[(4-hydroxyphenyl)methyl]-24-(2-methylpropyl)-28-oxo-18-(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,24H,27H,28H,30H,31H,32H,32aH-pyrrolo[1,2-a]1,4,7,10,13,16,19,22,25,28-decaazacyclotriacontan-12-yl]propanimidic acid

Traditional Name

tyrocidine

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CCCN)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N=C(O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C2O)C(C)C

InChI Identifier

InChI=1S/C66H87N13O13/c1-38(2)32-47-59(85)77-52(36-42-20-12-7-13-21-42)66(92)79-31-15-23-53(79)64(90)76-49(34-41-18-10-6-11-19-41)61(87)74-48(33-40-16-8-5-9-17-40)60(86)75-51(37-55(69)82)62(88)70-46(28-29-54(68)81)58(84)73-50(35-43-24-26-44(80)27-25-43)63(89)78-56(39(3)4)65(91)71-45(22-14-30-67)57(83)72-47/h5-13,16-21,24-27,38-39,45-53,56,80H,14-15,22-23,28-37,67H2,1-4H3,(H2,68,81)(H2,69,82)(H,70,88)(H,71,91)(H,72,83)(H,73,84)(H,74,87)(H,75,86)(H,76,90)(H,77,85)(H,78,89)/t45-,46-,47-,48+,49-,50-,51-,52+,53-,56-/m0/s1

InChI Key

GSXRBRIWJGAPDU-BBVRJQLQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Cyclic carboximidic acid
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organoheterocyclic compound
Polyol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Primary aliphatic amine
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Amine
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary amine
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

peptide antibiotic (CHEBI:29701 )
homodetic cyclic peptide (CHEBI:29701 )
macrocycle (CHEBI:29701 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	2.41	ALOGPS
logP	9.2	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	25	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	448.03 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	363.54 m³·mol⁻¹	ChemAxon
Polarizability	132.2 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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 (eluted)	2025-10-23	584.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	301.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	917.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	550.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	579.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	153.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2516.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	679.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	209.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	242.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	393.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	201.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	300.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	155.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	231.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	547.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1324.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1212.6

Retention Indices

Not Available

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
Bacteria/Eubacteria	Firmicutes	1		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

17286446

KEGG Compound ID

C12041

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16129635

PDB ID

Not Available

ChEBI ID

29701

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

GSXRBRIWJGAPDU-BBVRJQLQSA-N

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 Tyrocidine A (MMDBc0020091)

MOL for #<Metabolite:0x0000561537557768>

3D MOL for #<Metabolite:0x0000561537557768>

3D SDF for #<Metabolite:0x0000561537557768>

3D-SDF for #<Metabolite:0x0000561537557768>

PDB for #<Metabolite:0x0000561537557768>

3D PDB for #<Metabolite:0x0000561537557768>

SMILES for #<Metabolite:0x0000561537557768>

INCHI for #<Metabolite:0x0000561537557768>

Structure for #<Metabolite:0x0000561537557768>

3D Structure for #<Metabolite:0x0000561537557768>