MiMeDB: Showing metabocard for Coprinoferrin (MMDBc0026628)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 16:16:28 UTC

Update Date

2025-10-07 16:07:41 UTC

Metabolite ID

MMDBc0026628

Metabolite Identification

Common Name

Coprinoferrin

Description

Coprinoferrin is a siderophore belonging to the chemical class of acylated tripeptide hydroxamates. It is characterized by its unique chemical structure, which features tandem aligned N5-hexanoyl-N5-hydroxy-L-ornithine with modifications including N-acetyl and C-carboxamide groups. Originally isolated from a genetically engineered strain (ΔlaeA) of the mushroom fungus Coprinopsis cinerea, coprinoferrin plays a significant role in iron acquisition, a critical process for various biological pathways. The knockout of the laeA gene in C. cinerea led to an unexpected upregulation of coprinoferrin biosynthesis, highlighting its importance in fungal cell development (PMID:31496254 ). Additionally, disruption of the nonribosomal peptide synthetase-encoding gene cpf1, which is essential for coprinoferrin production, resulted in growth defects and impaired fruiting body formation, further underscoring the compound's complex involvement in fungal physiology (PMID:31496254 ). The synthesis and biological evaluation of coprinoferrin have been documented, emphasizing its potential as a vital metabolite in the fungal kingdom (PMID:38175167 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152118162D          

 55 54  0  0  1  0            999 V2000
    2.6764    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1115   -3.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0578    9.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5255    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3319   -3.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4342    9.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1760   -2.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5901    8.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7032    1.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3965   -2.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9664    7.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2891    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3696    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1869    4.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9128    2.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5901    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5632    3.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4827    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2406   -1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1224    7.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5096    2.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5255   -0.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0310    5.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9019    3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6923    2.2391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4342    1.6990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7192    3.0492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1064    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4610   -1.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4987    6.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8482    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6546    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0955    2.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6278    1.1589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0578    2.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3160    2.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4987    2.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8859    1.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3051   -0.4614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6546    5.7497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1224    3.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9505    2.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8374   -1.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7192    6.8298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2246    0.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0310    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2514    1.6990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0418    0.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9287    0.0787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4342    5.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0687    1.6990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105    1.1589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9396    3.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 26  4  1  4  0  0  0
 27 17  1  0  0  0  0
 28 18  1  0  0  0  0
 29 19  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34 28  1  0  0  0  0
 35 29  1  0  0  0  0
 36 33  2  0  0  0  0
 37 26  2  0  0  0  0
 28 37  1  6  0  0  0
 27 38  1  1  0  0  0
 38 35  2  0  0  0  0
 29 39  1  1  0  0  0
 39 34  2  0  0  0  0
 40 23  1  0  0  0  0
 40 30  1  0  0  0  0
 41 24  1  0  0  0  0
 41 31  1  0  0  0  0
 42 25  1  0  0  0  0
 42 32  1  0  0  0  0
 43 26  1  0  0  0  0
 44 30  2  0  0  0  0
 45 31  2  0  0  0  0
 46 32  2  0  0  0  0
 47 33  1  0  0  0  0
 34 48  1  4  0  0  0
 35 49  1  4  0  0  0
 50 40  1  0  0  0  0
 51 41  1  0  0  0  0
 52 42  1  0  0  0  0
 27 53  1  1  0  0  0
 28 54  1  6  0  0  0
 29 55  1  1  0  0  0
M  END


  Mrv1652305152118162D          

 55 54  0  0  1  0            999 V2000
    2.6764    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1115   -3.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0578    9.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5255    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3319   -3.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4342    9.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1760   -2.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5901    8.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7032    1.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3965   -2.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9664    7.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2891    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3696    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1869    4.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9128    2.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5901    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5632    3.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4827    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2406   -1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1224    7.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5096    2.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5255   -0.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0310    5.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9019    3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6923    2.2391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4342    1.6990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7192    3.0492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1064    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4610   -1.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4987    6.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8482    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6546    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0955    2.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6278    1.1589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0578    2.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3160    2.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4987    2.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8859    1.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3051   -0.4614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6546    5.7497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1224    3.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9505    2.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8374   -1.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7192    6.8298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2246    0.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0310    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2514    1.6990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0418    0.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9287    0.0787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4342    5.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0687    1.6990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105    1.1589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9396    3.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 26  4  1  4  0  0  0
 27 17  1  0  0  0  0
 28 18  1  0  0  0  0
 29 19  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34 28  1  0  0  0  0
 35 29  1  0  0  0  0
 36 33  2  0  0  0  0
 37 26  2  0  0  0  0
 28 37  1  6  0  0  0
 27 38  1  1  0  0  0
 38 35  2  0  0  0  0
 29 39  1  1  0  0  0
 39 34  2  0  0  0  0
 40 23  1  0  0  0  0
 40 30  1  0  0  0  0
 41 24  1  0  0  0  0
 41 31  1  0  0  0  0
 42 25  1  0  0  0  0
 42 32  1  0  0  0  0
 43 26  1  0  0  0  0
 44 30  2  0  0  0  0
 45 31  2  0  0  0  0
 46 32  2  0  0  0  0
 47 33  1  0  0  0  0
 34 48  1  4  0  0  0
 35 49  1  4  0  0  0
 50 40  1  0  0  0  0
 51 41  1  0  0  0  0
 52 42  1  0  0  0  0
 27 53  1  1  0  0  0
 28 54  1  6  0  0  0
 29 55  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0026628

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CCCN(O)C(=O)CCCCC)(N=C(O)[C@]([H])(CCCN(O)C(=O)CCCCC)N=C(O)[C@]([H])(CCCN(O)C(=O)CCCCC)N=C(C)O)C(O)=N

> <INCHI_IDENTIFIER>
InChI=1S/C35H65N7O10/c1-5-8-11-20-30(44)40(50)23-14-17-27(33(36)47)38-35(49)29(19-16-25-42(52)32(46)22-13-10-7-3)39-34(48)28(37-26(4)43)18-15-24-41(51)31(45)21-12-9-6-2/h27-29,50-52H,5-25H2,1-4H3,(H2,36,47)(H,37,43)(H,38,49)(H,39,48)/t27-,28-,29-/m0/s1

> <INCHI_KEY>
DALRSDAVVXJVPY-AWCRTANDSA-N

> <FORMULA>
C35H65N7O10

> <MOLECULAR_WEIGHT>
743.944

> <EXACT_MASS>
743.479291321

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
81.74071094950776

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(1S)-1-{[(1S)-1-(C-hydroxycarbonimidoyl)-4-(N-hydroxyhexanamido)butyl]-C-hydroxycarbonimidoyl}-4-(N-hydroxyhexanamido)butyl]-2-[(1-hydroxyethylidene)amino]-5-(N-hydroxyhexanamido)pentanimidic acid

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
1.8132330841334698

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.5196652004537348

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.7832991025697185

> <JCHEM_PKA_STRONGEST_BASIC>
7.915468566665381

> <JCHEM_POLAR_SURFACE_AREA>
263.4699999999999

> <JCHEM_REFRACTIVITY>
205.90830000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(1S)-1-{[(1S)-1-(C-hydroxycarbonimidoyl)-4-(N-hydroxyhexanamido)butyl]-C-hydroxycarbonimidoyl}-4-(N-hydroxyhexanamido)butyl]-2-[(1-hydroxyethylidene)amino]-5-(N-hydroxyhexanamido)pentanimidic 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       4.996   1.659   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.808  -6.910   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.241  18.294   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.114   6.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.353  -6.406   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.077  17.286   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.615   2.163   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.062  -4.894   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.368  15.774   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.779   3.171   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.607  -4.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.204  14.765   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.473   3.676   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.823   1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.749   8.212   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.637   4.684   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.368   1.659   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.585   7.204   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.234   2.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.316  -2.878   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.495  13.253   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.018   4.180   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.114  -0.357   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.458   9.725   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.950   5.692   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.092   4.180   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      25.077   3.171   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.876   5.692   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.399   3.676   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.861  -2.373   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.331  12.245   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.383   2.667   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      23.622   3.676   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.712   4.684   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      19.839   2.163   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      26.241   4.180   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      19.256   5.188   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      23.331   5.188   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      12.854   3.171   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      28.570  -0.861   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      23.622  10.733   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0      24.495   6.196   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      11.108   5.188   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      27.696  -3.382   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      21.876  12.749   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      17.219   1.659   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      22.458   2.667   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      21.003   3.171   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      13.145   1.659   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      29.734   0.147   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      25.077  10.229   0.000  0.00  0.00           O+0
HETATM   53  H   UNK     0      16.928   3.171   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      23.913   2.163   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      20.421   6.196   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4   26                                                            
CONECT    5    1    8                                                       
CONECT    6    2    9                                                       
CONECT    7    3   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   20                                                       
CONECT   12    9   21                                                       
CONECT   13   10   22                                                       
CONECT   14   17   23                                                       
CONECT   15   18   24                                                       
CONECT   16   19   25                                                       
CONECT   17   14   27                                                       
CONECT   18   15   28                                                       
CONECT   19   16   29                                                       
CONECT   20   11   30                                                       
CONECT   21   12   31                                                       
CONECT   22   13   32                                                       
CONECT   23   14   40                                                       
CONECT   24   15   41                                                       
CONECT   25   16   42                                                       
CONECT   26    4   37   43                                                  
CONECT   27   17   33   38   53                                             
CONECT   28   18   34   37   54                                             
CONECT   29   19   35   39   55                                             
CONECT   30   20   40   44                                                  
CONECT   31   21   41   45                                                  
CONECT   32   22   42   46                                                  
CONECT   33   27   36   47                                                  
CONECT   34   28   39   48                                                  
CONECT   35   29   38   49                                                  
CONECT   36   33                                                            
CONECT   37   26   28                                                       
CONECT   38   27   35                                                       
CONECT   39   29   34                                                       
CONECT   40   23   30   50                                                  
CONECT   41   24   31   51                                                  
CONECT   42   25   32   52                                                  
CONECT   43   26                                                            
CONECT   44   30                                                            
CONECT   45   31                                                            
CONECT   46   32                                                            
CONECT   47   33                                                            
CONECT   48   34                                                            
CONECT   49   35                                                            
CONECT   50   40                                                            
CONECT   51   41                                                            
CONECT   52   42                                                            
CONECT   53   27                                                            
CONECT   54   28                                                            
CONECT   55   29                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₅H₆₅N₇O₁₀

Average Mass

743.944

Monoisotopic Mass

743.479291321

IUPAC Name

(2S)-N-[(1S)-1-{[(1S)-1-(C-hydroxycarbonimidoyl)-4-(N-hydroxyhexanamido)butyl]-C-hydroxycarbonimidoyl}-4-(N-hydroxyhexanamido)butyl]-2-[(1-hydroxyethylidene)amino]-5-(N-hydroxyhexanamido)pentanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](CCCN(O)C(=O)CCCCC)(N=C(O)[C@]([H])(CCCN(O)C(=O)CCCCC)N=C(O)[C@]([H])(CCCN(O)C(=O)CCCCC)N=C(C)O)C(O)=N

InChI Identifier

InChI=1S/C35H65N7O10/c1-5-8-11-20-30(44)40(50)23-14-17-27(33(36)47)38-35(49)29(19-16-25-42(52)32(46)22-13-10-7-3)39-34(48)28(37-26(4)43)18-15-24-41(51)31(45)21-12-9-6-2/h27-29,50-52H,5-25H2,1-4H3,(H2,36,47)(H,37,43)(H,38,49)(H,39,48)/t27-,28-,29-/m0/s1

InChI Key

DALRSDAVVXJVPY-AWCRTANDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Fatty acyl
N-acyl-amine
Fatty amide
Acetamide
Secondary carboxylic acid amide
Primary carboxylic acid amide
Hydroxamic acid
Carboxamide group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	2.52	ALOGPS
logP	1.81	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	7.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	263.47 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	205.91 m³·mol⁻¹	ChemAxon
Polarizability	81.74 Å³	ChemAxon
Number of Rings	0	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)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

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	Basidiomycota	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

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

146683249

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 Coprinoferrin (MMDBc0026628)

MOL for #<Metabolite:0x00007f8dc47b7a10>

3D MOL for #<Metabolite:0x00007f8dc47b7a10>

3D SDF for #<Metabolite:0x00007f8dc47b7a10>

3D-SDF for #<Metabolite:0x00007f8dc47b7a10>

PDB for #<Metabolite:0x00007f8dc47b7a10>

3D PDB for #<Metabolite:0x00007f8dc47b7a10>

SMILES for #<Metabolite:0x00007f8dc47b7a10>

INCHI for #<Metabolite:0x00007f8dc47b7a10>

Structure for #<Metabolite:0x00007f8dc47b7a10>

3D Structure for #<Metabolite:0x00007f8dc47b7a10>