MiMeDB: Showing metabocard for 5-Carboxymethyl-2-hydroxymuconate (MMDBc0049959)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:47:06 UTC

Update Date

2022-09-01 02:17:35 UTC

Metabolite ID

MMDBc0049959

Metabolite Identification

Common Name

5-Carboxymethyl-2-hydroxymuconate

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041517182D          
 
 15 14  0  0  0  0            999 V2000
   14.4729  -10.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1866   -9.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7591   -9.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4763  -11.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9072  -10.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0454  -10.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7625  -11.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1866  -11.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6244   -9.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3281   -9.9735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0454  -11.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6209   -9.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3451  -10.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8590   -8.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3382   -8.7114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  6 10  1  0  0  0  0
  6 11  2  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049959

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C\C(=C\C=C(\O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O7/c9-5(8(14)15)2-1-4(7(12)13)3-6(10)11/h1-2,9H,3H2,(H,10,11)(H,12,13)(H,14,15)/b4-1-,5-2+

> <INCHI_KEY>
HJIBROWPWNLWHX-AGRHYVPTSA-N

> <FORMULA>
C8H8O7

> <MOLECULAR_WEIGHT>
216.145

> <EXACT_MASS>
216.027002598

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.30228266156597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4E)-5-hydroxypenta-2,4-diene-1,2,5-tricarboxylic acid

> <ALOGPS_LOGP>
-0.36

> <JCHEM_LOGP>
-0.5124789500000002

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.6692760680707255

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9980031467961368

> <JCHEM_PKA_STRONGEST_BASIC>
-6.278108998582472

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
47.5165

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4E)-5-hydroxypenta-2,4-diene-1,2,5-tricarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  C   UNK     0      27.016 -19.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.348 -18.604   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.684 -18.611   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.022 -20.915   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.693 -19.370   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.351 -19.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      25.690 -21.687   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      28.348 -21.687   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      31.032 -18.591   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      23.012 -18.617   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      24.351 -20.921   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      31.026 -17.040   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      32.377 -19.357   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      29.603 -16.455   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      32.365 -16.261   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9                                                       
CONECT    6    3   10   11                                                  
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   12   13                                                  
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    9   14   15                                                  
CONECT   13    9                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

Synonyms

Value	Source
5-Carboxymethyl-2-hydroxymuconate	ChEBI
5-Carboxymethyl-2-hydroxymuconic acid	Generator
(2Z,4E)-5-Hydroxypenta-2,4-diene-1,2,5-tricarboxylate	Generator

Molecular Formula

C₈H₈O₇

Average Mass

216.145

Monoisotopic Mass

216.027002598

IUPAC Name

(2Z,4E)-5-hydroxypenta-2,4-diene-1,2,5-tricarboxylic acid

Traditional Name

(2Z,4E)-5-hydroxypenta-2,4-diene-1,2,5-tricarboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C\C(=C\C=C(\O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C8H8O7/c9-5(8(14)15)2-1-4(7(12)13)3-6(10)11/h1-2,9H,3H2,(H,10,11)(H,12,13)(H,14,15)/b4-1-,5-2+

InChI Key

HJIBROWPWNLWHX-AGRHYVPTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Enol
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

5-hydroxypenta-2,4-diene-1,2,5-tricarboxylic acid (CHEBI:2040 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.5 g/L	ALOGPS
logP	-0.36	ALOGPS
logP	-0.51	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.52 m³·mol⁻¹	ChemAxon
Polarizability	18.3 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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_2_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-e0bfe0db7d51100febd8	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0092-3900000000-e139d4d367374ed270bc	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fba-9800000000-4b53183abe09fa4c8f13	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00xr-1940000000-c8d677bb2925dfb7c5dd	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0g29-0900000000-cf6beeb0e7720d3162ac	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pdi-7900000000-b26bc14cf09859c66f00	2019-02-23	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
MMDBr0007681	5-Carboxymethyl-2-hydroxymuconate semialdehyde	5-Carboxymethyl-2-hydroxymuconate	Not Available		VMH	30371894
MMDBr0007685	5-Carboxymethyl-2-hydroxymuconate	5-Carboxy-2-oxohept-3-enedioate	Not Available		VMH	30371894

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	56	Human feces; Human sputum; Human	Metabolic reconstruction
Bacteria	Firmicutes	16	Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	16	Human feces; Human	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction
Bacteria	Bacteroidetes	4	Human feces	Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

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

C04186

BioCyc ID

CPD-784

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54675765

PDB ID

Not Available

ChEBI ID

2040

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for 5-Carboxymethyl-2-hydroxymuconate (MMDBc0049959)

MOL for #<Metabolite:0x00007fdb2e91e450>

3D MOL for #<Metabolite:0x00007fdb2e91e450>

3D SDF for #<Metabolite:0x00007fdb2e91e450>

3D-SDF for #<Metabolite:0x00007fdb2e91e450>

PDB for #<Metabolite:0x00007fdb2e91e450>

3D PDB for #<Metabolite:0x00007fdb2e91e450>

SMILES for #<Metabolite:0x00007fdb2e91e450>

INCHI for #<Metabolite:0x00007fdb2e91e450>

Structure for #<Metabolite:0x00007fdb2e91e450>

3D Structure for #<Metabolite:0x00007fdb2e91e450>