MiMeDB: Showing metabocard for 2,4-Dihydroxyhept-2-enedioate (MMDBc0049975)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:47:25 UTC

Update Date

2022-09-01 02:17:39 UTC

Metabolite ID

MMDBc0049975

Metabolite Identification

Common Name

2,4-Dihydroxyhept-2-enedioate

Description

2,4-dihydroxyhept-2-enedioate belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. Based on a literature review very few articles have been published on 2,4-dihydroxyhept-2-enedioate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304302200472D          

 13 12  0  0  0  0            999 V2000
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  8  2  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  CHG  2   6  -1  12  -1
M  END
> <DATABASE_ID>
MMDBc0049975

> <DATABASE_NAME>
MIME

> <SMILES>
OC(CCC([O-])=O)C=C(O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H10O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h3-4,8-9H,1-2H2,(H,10,11)(H,12,13)/p-2

> <INCHI_KEY>
APNIDHDQYISZAE-UHFFFAOYSA-L

> <FORMULA>
C7H8O6

> <MOLECULAR_WEIGHT>
188.136

> <EXACT_MASS>
188.033185137

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
16.15778877408306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-dihydroxyhept-2-enedioate

> <ALOGPS_LOGP>
-0.58

> <JCHEM_LOGP>
-0.8164222309999998

> <ALOGPS_LOGS>
-0.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.1700310011944435

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2981393080122676

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9265712287764583

> <JCHEM_POLAR_SURFACE_AREA>
120.72

> <JCHEM_REFRACTIVITY>
63.59040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxyhept-2-enedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-22         0                                  
HETATM    1  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.691   3.644   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.025  -0.206   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0      -4.358   2.104   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
2,4-Dihydroxyhept-2-1,7-dioate	ChEBI
2,4-Dihydroxyhept-2-enedioate anion	ChEBI
2,4-Dihydroxyhept-2-enedioic acid	ChEBI
2,4-Dihydroxyhept-2-1,7-dioic acid	Generator
2,4-Dihydroxyhept-2-enedioic acid anion	Generator

Molecular Formula

C₇H₈O₆

Average Mass

188.136

Monoisotopic Mass

188.033185137

IUPAC Name

2,4-dihydroxyhept-2-enedioate

Traditional Name

2,4-dihydroxyhept-2-enedioate

CAS Registry Number

Not Available

SMILES

OC(CCC([O-])=O)C=C(O)C([O-])=O

InChI Identifier

InChI=1S/C7H10O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h3-4,8-9H,1-2H2,(H,10,11)(H,12,13)/p-2

InChI Key

APNIDHDQYISZAE-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Enolate
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dicarboxylic acid dianion (CHEBI:58936 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	134 g/L	ALOGPS
logP	-0.58	ALOGPS
logP	-0.82	ChemAxon
logS	-0.22	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.72 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.59 m³·mol⁻¹	ChemAxon
Polarizability	16.16 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

Not Available

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	Data Source	Reference
MMDBr0007749	2,4-Dihydroxyhept-2-enedioate	Succinic acid semialdehyde	Not Available	VMH	30371894
MMDBr0007931	2-Oxohept-3-ene-1,7-dioate	2,4-Dihydroxyhept-2-enedioate	Not Available	VMH	30371894
MMDBr0011004	2-Hydroxyhepta-2-4-dienedioate	2,4-Dihydroxyhept-2-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	57	Human feces; Human sputum; Human	Metabolic reconstruction
Bacteria	Firmicutes	26	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	19	Human feces; Human ; Human nasopharyngeal swab	Metabolic reconstruction
Bacteria	Bacteroidetes	2	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	2	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		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

26331447

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76168123

PDB ID

Not Available

ChEBI ID

58936

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 2,4-Dihydroxyhept-2-enedioate (MMDBc0049975)

MOL for #<Metabolite:0x00007fdb58ee51c0>

3D MOL for #<Metabolite:0x00007fdb58ee51c0>

3D SDF for #<Metabolite:0x00007fdb58ee51c0>

3D-SDF for #<Metabolite:0x00007fdb58ee51c0>

PDB for #<Metabolite:0x00007fdb58ee51c0>

3D PDB for #<Metabolite:0x00007fdb58ee51c0>

SMILES for #<Metabolite:0x00007fdb58ee51c0>

INCHI for #<Metabolite:0x00007fdb58ee51c0>

Structure for #<Metabolite:0x00007fdb58ee51c0>

3D Structure for #<Metabolite:0x00007fdb58ee51c0>