MiMeDB: Showing metabocard for Terragine D (MMDBc0013796)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:01:28 UTC

Update Date

2022-08-31 06:36:44 UTC

Metabolite ID

MMDBc0013796

Metabolite Identification

Common Name

Terragine D

Description

3-[hydroxy({5-[(1-hydroxyethylidene)amino]pentyl})carbamoyl]-N-[5-(N-hydroxy-2-phenylacetamido)pentyl]propanimidic acid belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. 3-[hydroxy({5-[(1-hydroxyethylidene)amino]pentyl})carbamoyl]-N-[5-(N-hydroxy-2-phenylacetamido)pentyl]propanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181502582D          

 34 34  0  0  0  0            999 V2000
    7.1447  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END


  Mrv1533004181502582D          

 34 34  0  0  0  0            999 V2000
    7.1447  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013796

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NCCCCCN(O)C(=O)CCC(=O)NCCCCCN(O)C(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H38N4O6/c1-20(29)25-15-7-3-9-17-27(33)23(31)14-13-22(30)26-16-8-4-10-18-28(34)24(32)19-21-11-5-2-6-12-21/h2,5-6,11-12,33-34H,3-4,7-10,13-19H2,1H3,(H,25,29)(H,26,30)

> <INCHI_KEY>
CEBIAOODBQSTTK-UHFFFAOYSA-N

> <FORMULA>
C24H38N4O6

> <MOLECULAR_WEIGHT>
478.59

> <EXACT_MASS>
478.27913496

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
53.15147042586899

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(5-acetamidopentyl)-N-hydroxy-N'-[5-(N-hydroxy-2-phenylacetamido)pentyl]butanediamide

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
0.3504680403333321

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.673503943076096

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.070993718995904

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2163217207537023

> <JCHEM_POLAR_SURFACE_AREA>
139.28

> <JCHEM_REFRACTIVITY>
128.2351

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(5-acetamidopentyl)-N-hydroxy-N'-[5-(N-hydroxy-2-phenylacetamido)pentyl]succinamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      13.337 -26.180   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.670 -25.410   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      14.670 -23.870   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      16.004 -26.180   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      17.338 -25.410   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.672 -26.180   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.005 -25.410   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.339 -26.180   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.673 -25.410   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      24.006 -26.180   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      24.006 -27.720   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      25.340 -25.410   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      25.340 -23.870   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      26.674 -26.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.007 -25.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.341 -26.180   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      29.341 -27.720   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      30.675 -25.410   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      32.008 -26.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.342 -25.410   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.676 -26.180   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.009 -25.410   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.343 -26.180   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      38.677 -25.410   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      38.677 -23.870   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      40.010 -26.180   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      40.010 -27.720   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      41.344 -25.410   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      42.678 -26.180   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      44.011 -25.410   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      45.345 -26.180   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      45.345 -27.720   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      44.011 -28.490   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      42.678 -27.720   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

Synonyms

Value	Source
3-[Hydroxy({5-[(1-hydroxyethylidene)amino]pentyl})carbamoyl]-N-[5-(N-hydroxy-2-phenylacetamido)pentyl]propanimidate	Generator

Molecular Formula

C₂₄H₃₈N₄O₆

Average Mass

478.59

Monoisotopic Mass

478.27913496

IUPAC Name

N-(5-acetamidopentyl)-N-hydroxy-N'-[5-(N-hydroxy-2-phenylacetamido)pentyl]butanediamide

Traditional Name

N-(5-acetamidopentyl)-N-hydroxy-N'-[5-(N-hydroxy-2-phenylacetamido)pentyl]succinamide

CAS Registry Number

Not Available

SMILES

CC(=O)NCCCCCN(O)C(=O)CCC(=O)NCCCCCN(O)C(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C24H38N4O6/c1-20(29)25-15-7-3-9-17-27(33)23(31)14-13-22(30)26-16-8-4-10-18-28(34)24(32)19-21-11-5-2-6-12-21/h2,5-6,11-12,33-34H,3-4,7-10,13-19H2,1H3,(H,25,29)(H,26,30)

InChI Key

CEBIAOODBQSTTK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Fatty amide
N-acyl-amine
Fatty acyl
Acetamide
Carboxamide group
Hydroxamic acid
Secondary carboxylic acid amide
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	2.06	ALOGPS
logP	0.35	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.07	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	139.28 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	128.24 m³·mol⁻¹	ChemAxon
Polarizability	53.15 Å³	ChemAxon
Number of Rings	1	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

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	Actinobacteria	1		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

102461362

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 Terragine D (MMDBc0013796)

MOL for #<Metabolite:0x00007feca41562e0>

3D MOL for #<Metabolite:0x00007feca41562e0>

3D SDF for #<Metabolite:0x00007feca41562e0>

3D-SDF for #<Metabolite:0x00007feca41562e0>

PDB for #<Metabolite:0x00007feca41562e0>

3D PDB for #<Metabolite:0x00007feca41562e0>

SMILES for #<Metabolite:0x00007feca41562e0>

INCHI for #<Metabolite:0x00007feca41562e0>

Structure for #<Metabolite:0x00007feca41562e0>

3D Structure for #<Metabolite:0x00007feca41562e0>