MiMeDB: Showing metabocard for Asperteramide A (MMDBc0025699)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:26:13 UTC

Update Date

2022-08-31 06:50:52 UTC

Metabolite ID

MMDBc0025699

Metabolite Identification

Common Name

Asperteramide A

Description

Asperteramide A belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. Based on a literature review a small amount of articles have been published on Asperteramide A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152117262D          

 35 37  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  2  0  0  0  0
 17  4  2  0  0  0  0
 17  5  1  0  0  0  0
 17 14  1  0  0  0  0
 18  6  2  0  0  0  0
 18  7  1  0  0  0  0
 18 15  1  0  0  0  0
 19  8  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  2  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 11  2  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 23 20  2  0  0  0  0
 27 21  1  0  0  0  0
 27 24  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
 29 23  1  4  0  0  0
 29 26  2  0  0  0  0
 30 24  2  0  0  0  0
 31 25  2  0  0  0  0
 32 26  1  0  0  0  0
 33  1  1  0  0  0  0
 33 24  1  0  0  0  0
 34  2  1  0  0  0  0
 34 25  1  0  0  0  0
 35  3  1  0  0  0  0
 35 26  1  0  0  0  0
M  END


  Mrv1652305152117262D          

 35 37  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  2  0  0  0  0
 17  4  2  0  0  0  0
 17  5  1  0  0  0  0
 17 14  1  0  0  0  0
 18  6  2  0  0  0  0
 18  7  1  0  0  0  0
 18 15  1  0  0  0  0
 19  8  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  2  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 11  2  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 23 20  2  0  0  0  0
 27 21  1  0  0  0  0
 27 24  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
 29 23  1  4  0  0  0
 29 26  2  0  0  0  0
 30 24  2  0  0  0  0
 31 25  2  0  0  0  0
 32 26  1  0  0  0  0
 33  1  1  0  0  0  0
 33 24  1  0  0  0  0
 34  2  1  0  0  0  0
 34 25  1  0  0  0  0
 35  3  1  0  0  0  0
 35 26  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0025699

> <DATABASE_NAME>
MIME

> <SMILES>
COC(=O)NC1=CC=C(CC2=CC(CC3=CC=C(NC(=O)OC)C=C3)=C(C=C2)N=C(O)OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H27N3O6/c1-33-24(30)27-21-9-4-17(5-10-21)14-19-8-13-23(29-26(32)35-3)20(16-19)15-18-6-11-22(12-7-18)28-25(31)34-2/h4-13,16H,14-15H2,1-3H3,(H,27,30)(H,28,31)(H,29,32)

> <INCHI_KEY>
KZFOSAHWGWCDDK-UHFFFAOYSA-N

> <FORMULA>
C26H27N3O6

> <MOLECULAR_WEIGHT>
477.517

> <EXACT_MASS>
477.189985601

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
49.95382099522258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[2,4-bis({4-[(methoxycarbonyl)amino]phenyl}methyl)phenyl]methoxycarboximidic acid

> <ALOGPS_LOGP>
3.98

> <JCHEM_LOGP>
6.422228383666668

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.84300977527338

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7994569087986667

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8408900814130531

> <JCHEM_POLAR_SURFACE_AREA>
118.48000000000002

> <JCHEM_REFRACTIVITY>
136.0162

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2,4-bis({4-[(methoxycarbonyl)amino]phenyl}methyl)phenyl]methoxycarboximidic 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      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -4.001   3.850   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      -1.334 -10.010   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -9.336  -5.390   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0     -10.669  -7.700   0.000  0.00  0.00           O+0
CONECT    1   33                                                            
CONECT    2   34                                                            
CONECT    3   35                                                            
CONECT    4    9   17                                                       
CONECT    5   10   17                                                       
CONECT    6   11   18                                                       
CONECT    7   12   18                                                       
CONECT    8   13   19                                                       
CONECT    9    4   21                                                       
CONECT   10    5   21                                                       
CONECT   11    6   22                                                       
CONECT   12    7   22                                                       
CONECT   13    8   23                                                       
CONECT   14   17   19                                                       
CONECT   15   18   20                                                       
CONECT   16   19   20                                                       
CONECT   17    4    5   14                                                  
CONECT   18    6    7   15                                                  
CONECT   19    8   14   16                                                  
CONECT   20   15   16   23                                                  
CONECT   21    9   10   27                                                  
CONECT   22   11   12   28                                                  
CONECT   23   13   20   29                                                  
CONECT   24   27   30   33                                                  
CONECT   25   28   31   34                                                  
CONECT   26   29   32   35                                                  
CONECT   27   21   24                                                       
CONECT   28   22   25                                                       
CONECT   29   23   26                                                       
CONECT   30   24                                                            
CONECT   31   25                                                            
CONECT   32   26                                                            
CONECT   33    1   24                                                       
CONECT   34    2   25                                                       
CONECT   35    3   26                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

Synonyms

Not Available

Molecular Formula

C₂₆H₂₇N₃O₆

Average Mass

477.517

Monoisotopic Mass

477.189985601

IUPAC Name

N-[2,4-bis({4-[(methoxycarbonyl)amino]phenyl}methyl)phenyl]methoxycarboximidic acid

Traditional Name

N-[2,4-bis({4-[(methoxycarbonyl)amino]phenyl}methyl)phenyl]methoxycarboximidic acid

CAS Registry Number

Not Available

SMILES

COC(=O)NC1=CC=C(CC2=CC(CC3=CC=C(NC(=O)OC)C=C3)=C(C=C2)N=C(O)OC)C=C1

InChI Identifier

InChI=1S/C26H27N3O6/c1-33-24(30)27-21-9-4-17(5-10-21)14-19-8-13-23(29-26(32)35-3)20(16-19)15-18-6-11-22(12-7-18)28-25(31)34-2/h4-13,16H,14-15H2,1-3H3,(H,27,30)(H,28,31)(H,29,32)

InChI Key

KZFOSAHWGWCDDK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Diphenylmethane
Phenylcarbamic acid ester
Benzenoid
Monocyclic benzene moiety
Carbamic acid ester
Carbonic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	0.0012 g/L	ALOGPS
logP	3.98	ALOGPS
logP	6.42	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.48 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	136.02 m³·mol⁻¹	ChemAxon
Polarizability	49.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	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

74849484

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682326

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 Asperteramide A (MMDBc0025699)

MOL for #<Metabolite:0x00007f91fa06c0f0>

3D MOL for #<Metabolite:0x00007f91fa06c0f0>

3D SDF for #<Metabolite:0x00007f91fa06c0f0>

3D-SDF for #<Metabolite:0x00007f91fa06c0f0>

PDB for #<Metabolite:0x00007f91fa06c0f0>

3D PDB for #<Metabolite:0x00007f91fa06c0f0>

SMILES for #<Metabolite:0x00007f91fa06c0f0>

INCHI for #<Metabolite:0x00007f91fa06c0f0>

Structure for #<Metabolite:0x00007f91fa06c0f0>

3D Structure for #<Metabolite:0x00007f91fa06c0f0>