MiMeDB: Showing metabocard for 2-(4-dimethylaminophenyl)diazenylbenzoic acid (MMDBc0055197)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:46:00 UTC

Update Date

2022-08-12 20:09:16 UTC

Metabolite ID

MMDBc0055197

Metabolite Identification

Common Name

2-(4-dimethylaminophenyl)diazenylbenzoic acid

Description

methyl red(1-), also known as methyl red anion, belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Based on a literature review a significant number of articles have been published on methyl red(1-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221462D          

 20 21  0  0  0  0            999 V2000
   -4.2868    7.4250    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
   -2.8579    0.8250    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    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
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13  5  2  0  0  0  0
 14  6  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 12  1  0  0  0  0
 19 15  2  0  0  0  0
 20 15  1  0  0  0  0
M  CHG  1  20  -1
M  END
> <DATABASE_ID>
MMDBc0055197

> <DATABASE_NAME>
MIME

> <SMILES>
CN(C)C1=CC=C(C=C1)\N=N\C1=CC=CC=C1C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H15N3O2/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20/h3-10H,1-2H3,(H,19,20)/p-1/b17-16+

> <INCHI_KEY>
CEQFOVLGLXCDCX-WUKNDPDISA-M

> <FORMULA>
C15H14N3O2

> <MOLECULAR_WEIGHT>
268.297

> <EXACT_MASS>
268.109150283

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.76535780376486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoate

> <JCHEM_LOGP>
3.3110899159779024

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1543538322636366

> <JCHEM_PKA_STRONGEST_BASIC>
3.78773472360452

> <JCHEM_POLAR_SURFACE_AREA>
68.09

> <JCHEM_REFRACTIVITY>
92.89890000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -6.668   6.930   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -5.335   6.160   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -6.668  13.090   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -9.336   3.850   0.000  0.00  0.00           O-1
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   13                                                       
CONECT    6    4   14                                                       
CONECT    7    9   11                                                       
CONECT    8   10   11                                                       
CONECT    9    7   12                                                       
CONECT   10    8   12                                                       
CONECT   11    7    8   16                                                  
CONECT   12    9   10   18                                                  
CONECT   13    5   14   15                                                  
CONECT   14    6   13   17                                                  
CONECT   15   13   19   20                                                  
CONECT   16   11   17                                                       
CONECT   17   14   16                                                       
CONECT   18    1    2   12                                                  
CONECT   19   15                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

Synonyms

Value	Source
2-(4-Dimethylaminophenyl)diazenylbenzoate	ChEBI
Methyl red anion	ChEBI
2-(4-Dimethylaminophenyl)diazenylbenzoic acid	Generator

Molecular Formula

C₁₅H₁₄N₃O₂

Average Mass

268.297

Monoisotopic Mass

268.109150283

IUPAC Name

2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoate

Traditional Name

2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoate

CAS Registry Number

Not Available

SMILES

CN(C)C1=CC=C(C=C1)\N=N\C1=CC=CC=C1C([O-])=O

InChI Identifier

InChI=1S/C15H15N3O2/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20/h3-10H,1-2H3,(H,19,20)/p-1/b17-16+

InChI Key

CEQFOVLGLXCDCX-WUKNDPDISA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aniline or substituted anilines
Monocyclic benzene moiety
Benzenoid
Amino acid
Azo compound
Amino acid or derivatives
Tertiary amine
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic anion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzoates (CHEBI:71579 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	3.31	ChemAxon
pKa (Strongest Acidic)	3.15	ChemAxon
pKa (Strongest Basic)	3.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	92.9 m³·mol⁻¹	ChemAxon
Polarizability	28.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

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
Bacteria	Firmicutes	56	Human ; Human subgingival plaque; Human saliva; Human feces; Cattle
Bacteria	Acidobacteria	1
Bacteria	Proteobacteria	150	Human ; River trout ; Turkey ; Human feces
Bacteria	Actinobacteria	8	Human ; Human feces
Bacteria	Tenericutes	14	Human ; Goat ; Pig
Bacteria	Cyanobacteria	3
Bacteria	Verrucomicrobia	1

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

4404552

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1147

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

71579

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2-(4-dimethylaminophenyl)diazenylbenzoic acid (MMDBc0055197)

MOL for #<Metabolite:0x00007fecccc9a6b0>

3D MOL for #<Metabolite:0x00007fecccc9a6b0>

3D SDF for #<Metabolite:0x00007fecccc9a6b0>

3D-SDF for #<Metabolite:0x00007fecccc9a6b0>

PDB for #<Metabolite:0x00007fecccc9a6b0>

3D PDB for #<Metabolite:0x00007fecccc9a6b0>

SMILES for #<Metabolite:0x00007fecccc9a6b0>

INCHI for #<Metabolite:0x00007fecccc9a6b0>

Structure for #<Metabolite:0x00007fecccc9a6b0>

3D Structure for #<Metabolite:0x00007fecccc9a6b0>