MiMeDB: Showing metabocard for 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate (MMDBc0050862)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:08:41 UTC

Update Date

2022-09-01 02:17:58 UTC

Metabolite ID

MMDBc0050862

Metabolite Identification

Common Name

1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303082006152D          

 26 26  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    0.0000    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    2.4750    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
    0.0000    0.8250    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  1  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
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   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
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    6.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    5.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    1.8430    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    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  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 10 15  1  6  0  0  0
 11 16  1  1  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 22  6  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24  5  1  0  0  0  0
 10 25  1  6  0  0  0
 11 26  1  1  0  0  0
M  END


  Mrv1652303082006152D          

 26 26  0  0  0  0            999 V2000
    0.7145   -0.4125    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
    0.0000    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    2.4750    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
    0.0000    0.8250    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  1  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
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   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
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    6.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    5.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    1.8430    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    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  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 10 15  1  6  0  0  0
 11 16  1  1  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 22  6  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24  5  1  0  0  0  0
 10 25  1  6  0  0  0
 11 26  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0050862

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(NC1=CC=CC=C1C(O)=O)=C(\O)[C@]([H])(O)[C@]([H])(O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-5,10-11,13-16H,6H2,(H,17,18)(H2,19,20,21)/b9-5-/t10-,11+/m1/s1

> <INCHI_KEY>
ROPHCNATZCNDSR-NVIAFKCQSA-N

> <FORMULA>
C12H16NO9P

> <MOLECULAR_WEIGHT>
349.2305

> <EXACT_MASS>
349.056267627

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.10199736958478

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(1Z,3R,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pent-1-en-1-yl]amino}benzoic acid

> <ALOGPS_LOGP>
-1.35

> <JCHEM_LOGP>
-0.6909377249999997

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9378751584580844

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.479730281006887

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5644630993862885

> <JCHEM_POLAR_SURFACE_AREA>
176.77999999999997

> <JCHEM_REFRACTIVITY>
79.33860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(1Z,3R,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pent-1-en-1-yl]amino}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.335  12.320   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.231  12.884   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.771  10.216   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      -4.001  11.550   0.000  0.00  0.00           P+0
HETATM   24  H   UNK     0      -0.990   3.440   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.667   7.700   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.000   7.700   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    9   13   24                                                  
CONECT    6   10   22                                                       
CONECT    7    3    8   12                                                  
CONECT    8    4    7   13                                                  
CONECT    9    5   11   14                                                  
CONECT   10    6   11   15   25                                             
CONECT   11    9   10   16   26                                             
CONECT   12    7   17   18                                                  
CONECT   13    5    8                                                       
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19   23                                                            
CONECT   20   23                                                            
CONECT   21   23                                                            
CONECT   22    6   23                                                       
CONECT   23   19   20   21   22                                             
CONECT   24    5                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

Synonyms

Value	Source
1-(2-Carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphoric acid	Generator

Molecular Formula

C₁₂H₁₆NO₉P

Average Mass

349.2305

Monoisotopic Mass

349.056267627

IUPAC Name

2-{[(1Z,3R,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pent-1-en-1-yl]amino}benzoic acid

Traditional Name

2-{[(1Z,3R,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pent-1-en-1-yl]amino}benzoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(NC1=CC=CC=C1C(O)=O)=C(\O)[C@]([H])(O)[C@]([H])(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-5,10-11,13-16H,6H2,(H,17,18)(H2,19,20,21)/b9-5-/t10-,11+/m1/s1

InChI Key

ROPHCNATZCNDSR-NVIAFKCQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Benzoic acid
Benzoyl
Aniline or substituted anilines
Secondary aliphatic/aromatic amine
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Vinylogous amide
Amino acid
Secondary alcohol
Amino acid or derivatives
1,2-diol
Secondary amine
Polyol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Enamine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organic oxide
Amine
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	0.84 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-0.69	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.48	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	176.78 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.34 m³·mol⁻¹	ChemAxon
Polarizability	30.1 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
MMDBr0019634	N-(5-phosphoribosyl)-anthranilate	1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate	N-(5'-phosphoribosyl)anthranilate isomerase	Isomerization	PathBank	31602464

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/Eubacteria	Actinobacteria	37	Human ; Cattle ; Human feces
Bacteria/Eubacteria	Proteobacteria	222	Human ; Human feces; Chicken ; Human subgingival plaque; Turkey ; Pig ; Sheep ; Cattle
Bacteria	Proteobacteria	5	Human ; Human feces; Chicken ; Human subgingival plaque; Turkey ; Pig ; Sheep ; Cattle
Bacteria/Eubacteria	Cyanobacteria	35	Human
Bacteria/Eubacteria	Firmicutes	100	Human feces; Human ; Human supragingival plaque; Catfish ; Cattle
Archaea/Archaea	Crenarchaeota	8
Bacteria/Eubacteria	Aquificae	2
Archaea/Archaea	Euryarchaeota	28
Eukaryota/Fungi	Ascomycota	19	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Chlorobi	11
Bacteria/Eubacteria	Chlamydiae	7	Cat ; Human
Bacteria/Eubacteria	Chloroflexi	5
Bacteria/Eubacteria	Deinococcus-thermus	1
Bacteria/Eubacteria	Elusimicrobia	1
Bacteria/Eubacteria	Spirochaetes	4	Human
Archaea	Euryarchaeota	1
Bacteria/Eubacteria	Bacteroidetes	4	Human ; Human feces
Bacteria/Eubacteria	Thermotogae	5
Archaea	Crenarchaeota	1
Bacteria/Eubacteria	Acidobacteria	2
Bacteria	nah	1
Bacteria/Eubacteria	Nitrospirae	1
Eukaryota/Fungi	Basidiomycota	4
Eukaryota/Fungi	Mucoromycota	1	Human feces
Bacteria/Eubacteria	Verrucomicrobia	1
Bacteria/Eubacteria	Planctomycetes	1

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

C10528

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11953945

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate (MMDBc0050862)

MOL for #<Metabolite:0x00005645c9fa0838>

3D MOL for #<Metabolite:0x00005645c9fa0838>

3D SDF for #<Metabolite:0x00005645c9fa0838>

3D-SDF for #<Metabolite:0x00005645c9fa0838>

PDB for #<Metabolite:0x00005645c9fa0838>

3D PDB for #<Metabolite:0x00005645c9fa0838>

SMILES for #<Metabolite:0x00005645c9fa0838>

INCHI for #<Metabolite:0x00005645c9fa0838>

Structure for #<Metabolite:0x00005645c9fa0838>

3D Structure for #<Metabolite:0x00005645c9fa0838>