MiMeDB: Showing metabocard for 3-Oxoacyl-CoA (MMDBc0031913)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:54:42 UTC

Update Date

2022-08-31 18:26:18 UTC

Metabolite ID

MMDBc0031913

Metabolite Identification

Common Name

3-Oxoacyl-CoA

Description

A group of coenzymes involved in the metabolism of fatty acids

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041517182D          
 
 13 13  0  0  1  0            999 V2000
   13.1175   -9.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1175  -10.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750  -10.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6737  -10.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6737   -9.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750   -9.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9725   -9.1162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2712   -9.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5700   -9.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8687   -9.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2712  -10.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5700   -8.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9725   -8.2912    0.0000 C   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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
  9 12  2  0  0  0  0
  7 13  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031913

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7H,1H3,(H,12,13)/t7-/m0/s1

> <INCHI_KEY>
AXLLOSUYAVXOIN-ZETCQYMHSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.187

> <EXACT_MASS>
178.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.869058068932844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-2-oxo-3-phenylbutanoic acid

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
2.443200051333333

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.566658076478046

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4199122659491743

> <JCHEM_PKA_STRONGEST_BASIC>
-9.825674473680262

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
47.286100000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-2-oxo-3-phenylbutanoic 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      24.486 -17.787   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.486 -19.404   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.100 -20.174   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.791 -19.404   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.791 -17.787   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.100 -17.017   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.482 -17.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.173 -17.787   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.864 -17.017   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.555 -17.787   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      19.173 -19.404   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      17.864 -15.477   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      20.482 -15.477   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   13                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
(3S)-2-Keto-3-phenylbutanoic acid	ChEBI
(3S)-2-Keto-3-phenylbutyric acid	ChEBI
(3S)-2-oxo-3-Phenylbutyric acid	ChEBI
(3S)-3-Methyl-2-keto-3-phenylpropanoic acid	ChEBI
(3S)-3-Methyl-2-keto-3-phenylpropionic acid	ChEBI
(3S)-3-Methyl-2-oxo-3-phenylpropionic acid	ChEBI
(3S)-beta-Methyl-phenylpyruvic acid	ChEBI
(3S)-2-Keto-3-phenylbutanoate	Generator
(3S)-2-Keto-3-phenylbutyrate	Generator
(3S)-2-oxo-3-Phenylbutyrate	Generator
(3S)-3-Methyl-2-keto-3-phenylpropanoate	Generator
(3S)-3-Methyl-2-keto-3-phenylpropionate	Generator
(3S)-3-Methyl-2-oxo-3-phenylpropionate	Generator
(3S)-b-Methyl-phenylpyruvate	Generator
(3S)-b-Methyl-phenylpyruvic acid	Generator
(3S)-beta-Methyl-phenylpyruvate	Generator
(3S)-Β-methyl-phenylpyruvate	Generator
(3S)-Β-methyl-phenylpyruvic acid	Generator
(3S)-3-Methyl-2-oxo-3-phenylpropanoate	Generator

Molecular Formula

C₁₀H₁₀O₃

Average Mass

178.187

Monoisotopic Mass

178.062994182

IUPAC Name

(3S)-2-oxo-3-phenylbutanoic acid

Traditional Name

(3S)-2-oxo-3-phenylbutanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H10O3/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7H,1H3,(H,12,13)/t7-/m0/s1

InChI Key

AXLLOSUYAVXOIN-ZETCQYMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpyruvic acid derivatives

Direct Parent

Phenylpyruvic acid derivatives

Alternative Parents

Substituents

Phenylpyruvate
3-phenylpropanoic-acid
Keto acid
Alpha-keto acid
Alpha-hydroxy ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:74122 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.75 g/L	ALOGPS
logP	1.83	ALOGPS
logP	2.44	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	-9.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.29 m³·mol⁻¹	ChemAxon
Polarizability	17.87 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_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-08ir-0900000000-0e6c3e3442ab5d7c8b4a	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-1900000000-f7f457515111fefd662c	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zi0-5900000000-fc29bc94253c2f3c9b1e	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-0900000000-8dd43b4e9123a3914afc	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0560-1900000000-6060b9eb0d7524ac249d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ke9-9600000000-4c7074ef530252de795b	2015-09-15	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

Not Available

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	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

Not Available

BioCyc ID

CPD-15344

BiGG ID

Not Available

Wikipedia Link

3-Oxoacyl-CoA

METLIN ID

Not Available

PubChem Compound

70243965

PDB ID

Not Available

ChEBI ID

74122

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for 3-Oxoacyl-CoA (MMDBc0031913)

MOL for #<Metabolite:0x00007fecd009b1f8>

3D MOL for #<Metabolite:0x00007fecd009b1f8>

3D SDF for #<Metabolite:0x00007fecd009b1f8>

3D-SDF for #<Metabolite:0x00007fecd009b1f8>

PDB for #<Metabolite:0x00007fecd009b1f8>

3D PDB for #<Metabolite:0x00007fecd009b1f8>

SMILES for #<Metabolite:0x00007fecd009b1f8>

INCHI for #<Metabolite:0x00007fecd009b1f8>

Structure for #<Metabolite:0x00007fecd009b1f8>

3D Structure for #<Metabolite:0x00007fecd009b1f8>