MiMeDB: Showing metabocard for 4-sulfomuconolactone (MMDBc0055541)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:58:28 UTC

Update Date

2022-08-12 20:09:24 UTC

Metabolite ID

MMDBc0055541

Metabolite Identification

Common Name

4-sulfomuconolactone

Description

4-sulfomuconolactone, also known as 4-sulpholactone, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Based on a literature review very few articles have been published on 4-sulfomuconolactone.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221582D          

 14 14  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268    1.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1817    0.7712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    2.1689    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    2.3405    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5974    1.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288    2.2794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 13  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  2  0  0  0  0
M  CHG  2   8  -1  10  -1
M  END
> <DATABASE_ID>
MMDBc0055541

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)CC1(OC(=O)C=C1)S([O-])(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O7S/c7-4(8)3-6(14(10,11)12)2-1-5(9)13-6/h1-2H,3H2,(H,7,8)(H,10,11,12)/p-2

> <INCHI_KEY>
WEEOYKXHMIPYQX-UHFFFAOYSA-L

> <FORMULA>
C6H4O7S

> <MOLECULAR_WEIGHT>
220.15

> <EXACT_MASS>
219.968870803

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
16.446074984213794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(5-oxo-2-sulfo-2,5-dihydrofuran-2-yl)acetate

> <JCHEM_LOGP>
0.13646581433333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2221051220652397

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6832914053411292

> <JCHEM_PKA_STRONGEST_BASIC>
-6.882806625382019

> <JCHEM_POLAR_SURFACE_AREA>
123.63

> <JCHEM_REFRACTIVITY>
51.52590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5-oxo-2-sulfofuran-2-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.090   3.224   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.597   2.904   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.073   1.440   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.627   4.049   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.001   4.369   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0      -1.115   2.194   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.174   4.255   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       0.029   3.224   0.000  0.00  0.00           S+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    6                                                       
CONECT    4    3    7    8                                                  
CONECT    5    1    9   13                                                  
CONECT    6    2    3   13   14                                             
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10   14                                                            
CONECT   11   14                                                            
CONECT   12   14                                                            
CONECT   13    5    6                                                       
CONECT   14    6   10   11   12                                             
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

Synonyms

Value	Source
4-Carboxymethyl-4-sulfobut-2-en-4-olide	ChEBI
4-Sulfolactone	ChEBI
4-Carboxymethyl-4-sulphobut-2-en-4-olide	Generator
4-Sulpholactone	Generator
4-Sulphomuconolactone	Generator

Molecular Formula

C₆H₄O₇S

Average Mass

220.15

Monoisotopic Mass

219.968870803

IUPAC Name

2-(5-oxo-2-sulfo-2,5-dihydrofuran-2-yl)acetate

Traditional Name

(5-oxo-2-sulfofuran-2-yl)acetate

CAS Registry Number

Not Available

SMILES

[O-]C(=O)CC1(OC(=O)C=C1)S([O-])(=O)=O

InChI Identifier

InChI=1S/C6H6O7S/c7-4(8)3-6(14(10,11)12)2-1-5(9)13-6/h1-2H,3H2,(H,7,8)(H,10,11,12)/p-2

InChI Key

WEEOYKXHMIPYQX-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Dicarboxylic acid or derivatives
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Carbonyl group
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organosulfonate oxoanion (CHEBI:20479 )
butenolide (CHEBI:20479 )
a small molecule (CPD-10420 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	0.14	ChemAxon
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	123.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.53 m³·mol⁻¹	ChemAxon
Polarizability	16.45 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

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	2	Human

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

7822192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9543219

PDB ID

Not Available

ChEBI ID

20479

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-sulfomuconolactone (MMDBc0055541)

MOL for #<Metabolite:0x00007fdb2c1b1840>

3D MOL for #<Metabolite:0x00007fdb2c1b1840>

3D SDF for #<Metabolite:0x00007fdb2c1b1840>

3D-SDF for #<Metabolite:0x00007fdb2c1b1840>

PDB for #<Metabolite:0x00007fdb2c1b1840>

3D PDB for #<Metabolite:0x00007fdb2c1b1840>

SMILES for #<Metabolite:0x00007fdb2c1b1840>

INCHI for #<Metabolite:0x00007fdb2c1b1840>

Structure for #<Metabolite:0x00007fdb2c1b1840>

3D Structure for #<Metabolite:0x00007fdb2c1b1840>