MiMeDB: Showing metabocard for N,N'-Diformyldityrosine (MMDBc0033111)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:35:15 UTC

Update Date

2022-08-31 22:26:17 UTC

Metabolite ID

MMDBc0033111

Metabolite Identification

Common Name

N,N'-Diformyldityrosine

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222342D          

 30 31  0  0  0  0            999 V2000
    0.3572   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0  0  0  0
 23  2  1  0  0  0  0
  8  2  1  0  0  0  0
  3 23  2  0  0  0  0
  4  3  1  0  0  0  0
  1  4  2  0  0  0  0
 20  4  1  0  0  0  0
 21  1  1  0  0  0  0
 10  1  1  0  0  0  0
 19  5  2  0  0  0  0
 24  5  1  0  0  0  0
 16  5  1  0  0  0  0
  6 24  2  0  0  0  0
  9  6  1  0  0  0  0
 10  9  2  0  0  0  0
 22  9  1  0  0  0  0
 19 10  1  0  0  0  0
  7 11  1  0  0  0  0
 13 11  1  0  0  0  0
 12 11  2  0  0  0  0
  8  7  1  0  0  0  0
 25  7  1  0  0  0  0
 15 14  1  0  0  0  0
 18 14  1  0  0  0  0
 17 14  2  0  0  0  0
 16 15  1  0  0  0  0
 28 15  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END


  Mrv0541 02241222342D          

 30 31  0  0  0  0            999 V2000
    0.3572   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0  0  0  0
 23  2  1  0  0  0  0
  8  2  1  0  0  0  0
  3 23  2  0  0  0  0
  4  3  1  0  0  0  0
  1  4  2  0  0  0  0
 20  4  1  0  0  0  0
 21  1  1  0  0  0  0
 10  1  1  0  0  0  0
 19  5  2  0  0  0  0
 24  5  1  0  0  0  0
 16  5  1  0  0  0  0
  6 24  2  0  0  0  0
  9  6  1  0  0  0  0
 10  9  2  0  0  0  0
 22  9  1  0  0  0  0
 19 10  1  0  0  0  0
  7 11  1  0  0  0  0
 13 11  1  0  0  0  0
 12 11  2  0  0  0  0
  8  7  1  0  0  0  0
 25  7  1  0  0  0  0
 15 14  1  0  0  0  0
 18 14  1  0  0  0  0
 17 14  2  0  0  0  0
 16 15  1  0  0  0  0
 28 15  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033111

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C(CC1=CC(=C(O)C=C1)C1=C(O)C=CC(CC(NC=O)C(O)=O)=C1)NC=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20N2O8/c23-9-21-15(19(27)28)7-11-1-3-17(25)13(5-11)14-6-12(2-4-18(14)26)8-16(20(29)30)22-10-24/h1-6,9-10,15-16,25-26H,7-8H2,(H,21,23)(H,22,24)(H,27,28)(H,29,30)

> <INCHI_KEY>
OUNKRBSXIMLJRR-UHFFFAOYSA-N

> <FORMULA>
C20H20N2O8

> <MOLECULAR_WEIGHT>
416.3814

> <EXACT_MASS>
416.121965626

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
40.47105779656832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{3-[5-(2-carboxy-2-formamidoethyl)-2-hydroxyphenyl]-4-hydroxyphenyl}-2-formamidopropanoic acid

> <ALOGPS_LOGP>
0.88

> <JCHEM_LOGP>
0.7623747986666664

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.859063593717842

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2560745662391195

> <JCHEM_PKA_STRONGEST_BASIC>
-6.082524182999745

> <JCHEM_POLAR_SURFACE_AREA>
173.26

> <JCHEM_REFRACTIVITY>
103.17920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N,N'-bisformyl dityrosine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.001  -2.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.667  -1.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.334   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.001   2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.002  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.668   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.667   1.925   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.335   0.385   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.335   1.925   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.669  -0.385   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -7.335  -0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.002   0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -7.335  -1.925   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -8.669   0.385   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.667  -2.695   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.001   0.385   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.667   2.695   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.334   1.925   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       6.002  -1.925   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       7.335  -2.695   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.335  -4.235   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      -6.002   1.925   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -7.335   2.695   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.335   4.235   0.000  0.00  0.00           O+0
CONECT    1    4   21   10                                                  
CONECT    2   21   23    8                                                  
CONECT    3   23    4                                                       
CONECT    4    3    1   20                                                  
CONECT    5   19   24   16                                                  
CONECT    6   24    9                                                       
CONECT    7   11    8   25                                                  
CONECT    8    2    7                                                       
CONECT    9    6   10   22                                                  
CONECT   10    1    9   19                                                  
CONECT   11    7   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15   18   17                                                  
CONECT   15   14   16   28                                                  
CONECT   16    5   15                                                       
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19    5   10                                                       
CONECT   20    4                                                            
CONECT   21    2    1                                                       
CONECT   22    9                                                            
CONECT   23    2    3                                                       
CONECT   24    5    6                                                       
CONECT   25    7   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   15   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

Synonyms

Value	Source
N,N'-bisformyl dityrosine	ChEBI
N,N'-bisformyldityrosine	MeSH

Molecular Formula

C₂₀H₂₀N₂O₈

Average Mass

416.3814

Monoisotopic Mass

416.121965626

IUPAC Name

3-{3-[5-(2-carboxy-2-formamidoethyl)-2-hydroxyphenyl]-4-hydroxyphenyl}-2-formamidopropanoic acid

Traditional Name

N,N'-bisformyl dityrosine

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CC(=C(O)C=C1)C1=C(O)C=CC(CC(NC=O)C(O)=O)=C1)NC=O

InChI Identifier

InChI=1S/C20H20N2O8/c23-9-21-15(19(27)28)7-11-1-3-17(25)13(5-11)14-6-12(2-4-18(14)26)8-16(20(29)30)22-10-24/h1-6,9-10,15-16,25-26H,7-8H2,(H,21,23)(H,22,24)(H,27,28)(H,29,30)

InChI Key

OUNKRBSXIMLJRR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
Biphenyl
N-formyl-alpha-amino acid
N-formyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

biphenyls (CHEBI:50611 )
N-formyl amino acid (CHEBI:50611 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	0.88	ALOGPS
logP	0.76	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.26	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.26 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	103.18 m³·mol⁻¹	ChemAxon
Polarizability	40.47 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

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

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	Ascomycota	1	Human feces	Unknown

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

14554236

PDB ID

Not Available

ChEBI ID

50611

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Briza P, Kalchhauser H, Pittenauer E, Allmaier G, Breitenbach M: N,N'-Bisformyl dityrosine is an in vivo precursor of the yeast ascospore wall. Eur J Biochem. 1996 Jul 1;239(1):124-31. doi: 10.1111/j.1432-1033.1996.0124u.x. [PubMed:8706696 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]

Showing metabocard for N,N'-Diformyldityrosine (MMDBc0033111)

MOL for #<Metabolite:0x00007f1241609578>

3D MOL for #<Metabolite:0x00007f1241609578>

3D SDF for #<Metabolite:0x00007f1241609578>

3D-SDF for #<Metabolite:0x00007f1241609578>

PDB for #<Metabolite:0x00007f1241609578>

3D PDB for #<Metabolite:0x00007f1241609578>

SMILES for #<Metabolite:0x00007f1241609578>

INCHI for #<Metabolite:0x00007f1241609578>

Structure for #<Metabolite:0x00007f1241609578>

3D Structure for #<Metabolite:0x00007f1241609578>