MiMeDB: Showing metabocard for ferric 2,3-dihydroxybenzoylserine (MMDBc0031658)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:43:13 UTC

Update Date

2022-08-31 18:22:52 UTC

Metabolite ID

MMDBc0031658

Metabolite Identification

Common Name

ferric 2,3-dihydroxybenzoylserine

Description

Ferric 2,3-dihydroxybenzoylserine belongs to the class of Hippuric Acid Derivatives. These are compounds containing an hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI


  Mrv1533007211517232D          

 19 18  0  0  1  0            999 V2000
    0.6748   -2.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -1.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -2.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    1.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -0.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748    1.2146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7542   -2.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -1.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -0.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    1.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748    0.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    2.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686   -2.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686   -0.8479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542    0.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542    1.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    2.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750    0.0000    0.0000 Fe  0  0  0  0  0  0  0  0  0  0  0  0
    0.6748    2.0396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
  6 11  1  1  0  0  0
 11  9  2  0  0  0  0
 12  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
  9 15  1  4  0  0  0
 16 10  2  0  0  0  0
 17 10  1  0  0  0  0
  6 19  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031658

> <DATABASE_NAME>
MIME

> <SMILES>
[Fe].[H][C@@](CO)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO6.Fe/c12-4-6(10(16)17)11-9(15)5-2-1-3-7(13)8(5)14;/h1-3,6,12-14H,4H2,(H,11,15)(H,16,17);/t6-;/m0./s1

> <INCHI_KEY>
CNGSOAGKXMNDIO-RGMNGODLSA-N

> <FORMULA>
C10H11FeNO6

> <MOLECULAR_WEIGHT>
297.044

> <EXACT_MASS>
296.993573

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.20456385162867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-hydroxypropanoic acid iron

> <ALOGPS_LOGP>
0.31

> <JCHEM_LOGP>
0.9098732436666663

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.105645238183685

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0728449888002496

> <JCHEM_PKA_STRONGEST_BASIC>
-0.37686221996446834

> <JCHEM_POLAR_SURFACE_AREA>
130.58

> <JCHEM_REFRACTIVITY>
56.6388

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-hydroxypropanoic acid iron

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0       1.260  -3.893   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.260  -2.353   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.074  -4.663   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.593   3.037   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.074  -1.583   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.260   2.267   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.408  -3.893   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.408  -2.353   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.074  -0.043   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.074   3.037   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.260   0.727   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       2.593   4.577   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.741  -4.663   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.741  -1.583   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.408   0.727   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.408   2.267   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.074   4.577   0.000  0.00  0.00           O+0
HETATM   18 Fe   UNK     0       6.113   0.000   0.000  0.00  0.00          Fe+0
HETATM   19  H   UNK     0       1.260   3.807   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    5                                                       
CONECT    3    1    7                                                       
CONECT    4    6   12                                                       
CONECT    5    2    8    9                                                  
CONECT    6    4   10   11   19                                             
CONECT    7    3    8   13                                                  
CONECT    8    5    7   14                                                  
CONECT    9    5   11   15                                                  
CONECT   10    6   16   17                                                  
CONECT   11    6    9                                                       
CONECT   12    4                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   10                                                            
CONECT   19    6                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

Synonyms

Not Available

Molecular Formula

C₁₀H₁₁FeNO₆

Average Mass

297.044

Monoisotopic Mass

296.993573

IUPAC Name

(2S)-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-hydroxypropanoic acid iron

Traditional Name

(2S)-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-3-hydroxypropanoic acid iron

CAS Registry Number

Not Available

SMILES

[Fe].[H][C@@](CO)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C10H11NO6.Fe/c12-4-6(10(16)17)11-9(15)5-2-1-3-7(13)8(5)14;/h1-3,6,12-14H,4H2,(H,11,15)(H,16,17);/t6-;/m0./s1

InChI Key

CNGSOAGKXMNDIO-RGMNGODLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hippuric acid
Serine or derivatives
Alpha-amino acid or derivatives
Salicylamide
Salicylic acid or derivatives
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Hydroxy acid
Vinylogous acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Organic transition metal salt
Monocarboxylic acid or derivatives
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Primary alcohol
Organooxygen compound
Organic oxygen compound
Organonitrogen compound
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	2.73 g/L	ALOGPS
logP	0.31	ALOGPS
logP	0.91	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	130.58 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.64 m³·mol⁻¹	ChemAxon
Polarizability	22.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0090000000-0cf3af520e5e02e6ac8f	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0090000000-0cf3af520e5e02e6ac8f	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0090000000-0cf3af520e5e02e6ac8f	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-c88adadf96c9815bfd70	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0090000000-c88adadf96c9815bfd70	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0090000000-c88adadf96c9815bfd70	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

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; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

90657923

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for ferric 2,3-dihydroxybenzoylserine (MMDBc0031658)

MOL for #<Metabolite:0x00007f469e4e4378>

3D MOL for #<Metabolite:0x00007f469e4e4378>

3D SDF for #<Metabolite:0x00007f469e4e4378>

3D-SDF for #<Metabolite:0x00007f469e4e4378>

PDB for #<Metabolite:0x00007f469e4e4378>

3D PDB for #<Metabolite:0x00007f469e4e4378>

SMILES for #<Metabolite:0x00007f469e4e4378>

INCHI for #<Metabolite:0x00007f469e4e4378>

Structure for #<Metabolite:0x00007f469e4e4378>

3D Structure for #<Metabolite:0x00007f469e4e4378>