MiMeDB: Showing metabocard for APE Ec (MMDBc0024531)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:19:58 UTC

Update Date

2022-08-31 06:49:41 UTC

Metabolite ID

MMDBc0024531

Metabolite Identification

Common Name

APE Ec

Description

APE Ec belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. APE Ec is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116192D          

 36 36  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    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
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 16 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  1  0  0  0  0
 19 15  2  0  0  0  0
 19 17  1  0  0  0  0
 20 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  2  0  0  0  0
 24  2  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 26  4  1  0  0  0  0
 27  5  1  0  0  0  0
 28  6  1  0  0  0  0
 29  7  1  0  0  0  0
 30  8  1  0  0  0  0
 31  9  1  0  0  0  0
 32 10  1  0  0  0  0
 33 11  1  0  0  0  0
 34 12  1  0  0  0  0
 35 13  1  0  0  0  0
 36 14  1  0  0  0  0
M  END


  Mrv1652305152116192D          

 36 36  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    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
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 16 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  1  0  0  0  0
 19 15  2  0  0  0  0
 19 17  1  0  0  0  0
 20 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  2  0  0  0  0
 24  2  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 26  4  1  0  0  0  0
 27  5  1  0  0  0  0
 28  6  1  0  0  0  0
 29  7  1  0  0  0  0
 30  8  1  0  0  0  0
 31  9  1  0  0  0  0
 32 10  1  0  0  0  0
 33 11  1  0  0  0  0
 34 12  1  0  0  0  0
 35 13  1  0  0  0  0
 36 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024531

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C1=CC=C(O)C(C)=C1)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O3/c1-18-17-19(15-16-20(18)22)13-11-9-7-5-3-4-6-8-10-12-14-21(23)24-2/h3-17,22H,1-2H3/b5-3+,6-4+,9-7+,10-8+,13-11+,14-12+

> <INCHI_KEY>
VKZWYFNUVFKUIX-PXNMIUTMSA-N

> <FORMULA>
C21H22O3

> <MOLECULAR_WEIGHT>
322.404

> <EXACT_MASS>
322.156894568

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
39.18226765768949

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-3-methylphenyl)trideca-2,4,6,8,10,12-hexaenoate

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
5.361248083666666

> <ALOGPS_LOGS>
-5.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.867243595560469

> <JCHEM_PKA_STRONGEST_BASIC>
-5.93525950516602

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
106.4441

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.47e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-3-methylphenyl)trideca-2,4,6,8,10,12-hexaenoate

> <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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002 -18.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.335 -16.940   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.002 -16.940   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -4.001  -6.930   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.334 -10.010   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.000  -7.700   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.335  -9.240   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.667  -4.620   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.667 -12.320   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.334  -5.390   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.668 -11.550   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.334  -2.310   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.001 -14.630   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.667  -3.080   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -8.002 -13.860   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   24                                                            
CONECT    3    4    5   25                                                  
CONECT    4    3    6   26                                                  
CONECT    5    3    7   27                                                  
CONECT    6    4    8   28                                                  
CONECT    7    5    9   29                                                  
CONECT    8    6   10   30                                                  
CONECT    9    7   11   31                                                  
CONECT   10    8   12   32                                                  
CONECT   11    9   13   33                                                  
CONECT   12   10   14   34                                                  
CONECT   13   11   19   35                                                  
CONECT   14   12   21   36                                                  
CONECT   15   16   19                                                       
CONECT   16   15   20                                                       
CONECT   17   18   19                                                       
CONECT   18    1   17   20                                                  
CONECT   19   13   15   17                                                  
CONECT   20   16   18   22                                                  
CONECT   21   14   23   24                                                  
CONECT   22   20                                                            
CONECT   23   21                                                            
CONECT   24    2   21                                                       
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₁H₂₂O₃

Average Mass

322.404

Monoisotopic Mass

322.156894568

IUPAC Name

methyl (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-3-methylphenyl)trideca-2,4,6,8,10,12-hexaenoate

Traditional Name

methyl (2E,4E,6E,8E,10E,12E)-13-(4-hydroxy-3-methylphenyl)trideca-2,4,6,8,10,12-hexaenoate

CAS Registry Number

Not Available

SMILES

[H]\C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C1=CC=C(O)C(C)=C1)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(=O)OC

InChI Identifier

InChI=1S/C21H22O3/c1-18-17-19(15-16-20(18)22)13-11-9-7-5-3-4-6-8-10-12-14-21(23)24-2/h3-17,22H,1-2H3/b5-3+,6-4+,9-7+,10-8+,13-11+,14-12+

InChI Key

VKZWYFNUVFKUIX-PXNMIUTMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

O-cresol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Toluene
Monocyclic benzene moiety
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen 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	0.00065 g/L	ALOGPS
logP	5.62	ALOGPS
logP	5.36	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.44 m³·mol⁻¹	ChemAxon
Polarizability	39.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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	Proteobacteria	1	Human ; Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145720563

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 APE Ec (MMDBc0024531)

MOL for #<Metabolite:0x00007f46e40174f8>

3D MOL for #<Metabolite:0x00007f46e40174f8>

3D SDF for #<Metabolite:0x00007f46e40174f8>

3D-SDF for #<Metabolite:0x00007f46e40174f8>

PDB for #<Metabolite:0x00007f46e40174f8>

3D PDB for #<Metabolite:0x00007f46e40174f8>

SMILES for #<Metabolite:0x00007f46e40174f8>

INCHI for #<Metabolite:0x00007f46e40174f8>

Structure for #<Metabolite:0x00007f46e40174f8>

3D Structure for #<Metabolite:0x00007f46e40174f8>