MiMeDB: Showing metabocard for 3-[(4R)-4-Hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate (MMDBc0051547)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:27:19 UTC

Update Date

2022-09-01 02:18:34 UTC

Metabolite ID

MMDBc0051547

Metabolite Identification

Common Name

3-[(4R)-4-Hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate

Description

(4R)-3,4-dihydro-4-hydroxyphenylpyruvic acid belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon (4R)-3,4-dihydro-4-hydroxyphenylpyruvic acid is possibly neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652307072021022D          

 13 13  0  0  1  0            999 V2000
   -0.3437    1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853    0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853    1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707    1.6522    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3707    2.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707   -0.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536   -1.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3535   -2.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684   -2.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -2.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853   -0.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0051547

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1CC=C(CC(=O)C(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-3,7,10H,4-5H2,(H,12,13)/t7-/m0/s1

> <INCHI_KEY>
HDHFXEPVMQZSFA-ZETCQYMHSA-N

> <FORMULA>
C9H10O4

> <MOLECULAR_WEIGHT>
182.175

> <EXACT_MASS>
182.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.51814782010778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoic acid

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
0.36966544899999976

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.069888646273974

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.27030572585607

> <JCHEM_PKA_STRONGEST_BASIC>
-1.808953501328118

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
47.249100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUL-20         0                                  
HETATM    1  C   UNK     0      -0.642   2.314   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.642   0.774   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.692   0.004   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.026   0.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.026   2.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.692   3.084   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.692   4.624   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.692  -1.536   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.660  -2.317   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.660  -3.846   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.688  -4.624   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.980  -4.609   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.026  -1.528   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
(4R)-3,4-Dihydro-4-hydroxyphenylpyruvate	Generator

Molecular Formula

C₉H₁₀O₄

Average Mass

182.175

Monoisotopic Mass

182.057908802

IUPAC Name

3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoic acid

Traditional Name

3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1CC=C(CC(=O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-3,7,10H,4-5H2,(H,12,13)/t7-/m0/s1

InChI Key

HDHFXEPVMQZSFA-ZETCQYMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Alpha-keto acids and derivatives

Direct Parent

Alpha-keto acids and derivatives

Alternative Parents

Substituents

Alpha-keto acid
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

3,4-dihydro-4-hydroxyphenylpyruvic acid (CHEBI:85344 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.95 g/L	ALOGPS
logP	0.32	ALOGPS
logP	0.37	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.27	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.25 m³·mol⁻¹	ChemAxon
Polarizability	17.52 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	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
nah	1
Bacteria	Firmicutes	3	Human ; Human feces

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

34999650

KEGG Compound ID

Not Available

BioCyc ID

CPD-17510

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86583388

PDB ID

Not Available

ChEBI ID

85344

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 3-[(4R)-4-Hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate (MMDBc0051547)

MOL for #<Metabolite:0x00007fdb5915b6e8>

3D MOL for #<Metabolite:0x00007fdb5915b6e8>

3D SDF for #<Metabolite:0x00007fdb5915b6e8>

3D-SDF for #<Metabolite:0x00007fdb5915b6e8>

PDB for #<Metabolite:0x00007fdb5915b6e8>

3D PDB for #<Metabolite:0x00007fdb5915b6e8>

SMILES for #<Metabolite:0x00007fdb5915b6e8>

INCHI for #<Metabolite:0x00007fdb5915b6e8>

Structure for #<Metabolite:0x00007fdb5915b6e8>

3D Structure for #<Metabolite:0x00007fdb5915b6e8>