MiMeDB: Showing metabocard for (R)-3-phenyllactic acid (MMDBc0055035)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:40:27 UTC

Update Date

2022-08-12 20:09:12 UTC

Metabolite ID

MMDBc0055035

Metabolite Identification

Common Name

(R)-3-phenyllactic acid

Description

(2R)-2-hydroxy-3-phenylpropanoate belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review very few articles have been published on (2R)-2-hydroxy-3-phenylpropanoate.

Structure

MOL SDF PDB SMILES InChI

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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O-1
HETATM   13  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    7                                                       
CONECT    6    7    8                                                       
CONECT    7    4    5    6                                                  
CONECT    8    6    9   10   13                                             
CONECT    9    8   11   12                                                  
CONECT   10    8                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
(2R)-2-Hydroxy-3-phenylpropanoic acid	Generator

Molecular Formula

C₉H₉O₃

Average Mass

165.169

Monoisotopic Mass

165.05571773

IUPAC Name

(2R)-2-hydroxy-3-phenylpropanoate

Traditional Name

(R)-β-phenyllactate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CC1=CC=CC=C1)C([O-])=O

InChI Identifier

InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/p-1/t8-/m1/s1

InChI Key

VOXXWSYKYCBWHO-MRVPVSSYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic anion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

3-phenyllactate (CHEBI:11009 )
(2R)-2-hydroxy monocarboxylic acid anion (CHEBI:11009 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	1.18	ChemAxon
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.3 m³·mol⁻¹	ChemAxon
Polarizability	16.27 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

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013443	(E)-cinnamoyl-CoA	trans-Cinnamic acid	Cinnamoyl-CoA:phenyllactate CoA-transferase	Transfer of CoA moiety	RHEA	34755880
MMDBr0015639	(R)-3-phenyllactic acid	3-phenylpyruvic acid	Aromatic 2-oxoacid reductase	Reduction	RHEA	34755880
MMDBr0015640	3-phenylpyruvic acid	(R)-3-phenyllactic acid	Aromatic 2-oxoacid reductase	Reduction	RHEA	34755880
MMDBr0017767	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017768	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017769	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017770	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017771	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017772	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017773	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0017774	(R)-3-phenyllactic acid	Adenosine monophosphate	PF 1022-synthetase	Synthesis	RHEA	34755880
MMDBr0038885	(R)-3-phenyllactoyl-CoA	(R)-3-phenyllactic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

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	Firmicutes	3	Human vaginal secretion; Human feces
Eukaryota/Fungi	Ascomycota	1

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

4574471

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5461132

PDB ID

Not Available

ChEBI ID

11009

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 (R)-3-phenyllactic acid (MMDBc0055035)

MOL for #<Metabolite:0x000055d24adadac8>

3D MOL for #<Metabolite:0x000055d24adadac8>

3D SDF for #<Metabolite:0x000055d24adadac8>

3D-SDF for #<Metabolite:0x000055d24adadac8>

PDB for #<Metabolite:0x000055d24adadac8>

3D PDB for #<Metabolite:0x000055d24adadac8>

SMILES for #<Metabolite:0x000055d24adadac8>

INCHI for #<Metabolite:0x000055d24adadac8>

Structure for #<Metabolite:0x000055d24adadac8>

3D Structure for #<Metabolite:0x000055d24adadac8>