MiMeDB: Showing metabocard for 4-carboxy-2-hydroxy-cis,cis-muconic acid (MMDBc0054264)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:02:31 UTC

Update Date

2022-09-01 02:28:08 UTC

Metabolite ID

MMDBc0054264

Metabolite Identification

Common Name

4-carboxy-2-hydroxy-cis,cis-muconic acid

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041517292D          
 
 14 13  0  0  0  0            999 V2000
   10.6050  -10.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6050   -9.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8762  -10.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0377  -11.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3225   -9.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1625  -10.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6392  -11.8400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8615  -11.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0361   -9.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3225   -8.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1663   -9.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4488  -10.8453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0324  -10.4695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7498   -9.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  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  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  2  0  0  0  0
  9 13  1  0  0  0  0
  9 14  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054264

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O7/c8-4(7(13)14)1-3(6(11)12)2-5(9)10/h1-2,8H,(H,9,10)(H,11,12)(H,13,14)/b3-2+,4-1+

> <INCHI_KEY>
QWLUKZXOQAQUFQ-DXLKSGPOSA-N

> <FORMULA>
C7H6O7

> <MOLECULAR_WEIGHT>
202.118

> <EXACT_MASS>
202.011352533

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.892160835326496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylic acid

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-0.5973024686666668

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.5616015782224353

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.871076901849548

> <JCHEM_PKA_STRONGEST_BASIC>
-6.710715278600582

> <JCHEM_POLAR_SURFACE_AREA>
132.13000000000002

> <JCHEM_REFRACTIVITY>
42.8922

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-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      19.796 -19.430   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.796 -18.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.436 -20.238   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.604 -20.748   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.135 -17.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.103 -19.465   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      19.860 -22.101   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      22.142 -20.698   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      22.467 -18.006   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      21.135 -15.695   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.110 -17.927   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      15.771 -20.245   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      22.460 -19.543   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      23.800 -17.226   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   10                                                  
CONECT    6    3   11   12                                                  
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   13   14                                                  
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    9                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Synonyms

Value	Source
4-Carboxy-2-hydroxy-cis,cis-muconate	ChEBI
4-Carboxy-2-hydroxyhexa-2,4-cis,cis-dienedioate	ChEBI
2-Hydroxy-4-carboxyhexa-2,4-dienedioate	Kegg
4-Carboxy-2-hydroxyhexa-2,4-cis,cis-dienedioic acid	Generator
2-Hydroxy-4-carboxyhexa-2,4-dienedioic acid	Generator
4-Carboxy-2-hydroxy-cis,cis-muconic acid	Generator
(1E,3E)-4-Hydroxybuta-1,3-diene-1,2,4-tricarboxylic acid	Generator

Molecular Formula

C₇H₆O₇

Average Mass

202.118

Monoisotopic Mass

202.011352533

IUPAC Name

(1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylic acid

Traditional Name

(1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H6O7/c8-4(7(13)14)1-3(6(11)12)2-5(9)10/h1-2,8H,(H,9,10)(H,11,12)(H,13,14)/b3-2+,4-1+

InChI Key

QWLUKZXOQAQUFQ-DXLKSGPOSA-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

4-carboxy-2-hydroxyhexa-2,4-dienedioic acid (CHEBI:17424 )
Dicarboxylic acids (LMFA01170072 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.56 g/L	ALOGPS
logP	-0.33	ALOGPS
logP	-0.6	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	-6.7	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	4	ChemAxon
Refractivity	42.89 m³·mol⁻¹	ChemAxon
Polarizability	15.89 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_4) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-39db97e611b4546a1539	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-2900000000-40dd1669681540e4dd59	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03e9-9600000000-19be4515d8c662ac2f38	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pb9-0950000000-f00e9bad30bc06ecc3f5	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fr-0900000000-77a7b0e25cd32d3ee471	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06rf-9500000000-aaff1a5606e84352a2cc	2019-02-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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

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
Bacteria	Proteobacteria	1

Exposure Sources

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

C04324

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54675766

PDB ID

Not Available

ChEBI ID

17424

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 4-carboxy-2-hydroxy-cis,cis-muconic acid (MMDBc0054264)

MOL for #<Metabolite:0x00007fdb70d9ae38>

3D MOL for #<Metabolite:0x00007fdb70d9ae38>

3D SDF for #<Metabolite:0x00007fdb70d9ae38>

3D-SDF for #<Metabolite:0x00007fdb70d9ae38>

PDB for #<Metabolite:0x00007fdb70d9ae38>

3D PDB for #<Metabolite:0x00007fdb70d9ae38>

SMILES for #<Metabolite:0x00007fdb70d9ae38>

INCHI for #<Metabolite:0x00007fdb70d9ae38>

Structure for #<Metabolite:0x00007fdb70d9ae38>

3D Structure for #<Metabolite:0x00007fdb70d9ae38>