MiMeDB: Showing metabocard for D-Phenyllactic acid (MMDBc0048006)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-19 21:49:32 UTC

Update Date

2024-10-13 07:45:28 UTC

Metabolite ID

MMDBc0048006

Metabolite Identification

Common Name

D-Phenyllactic acid

Description

Phenyllactic acid is a product of phenylalanine catabolism. An elevated level of phenyllactic acid is found in body fluids of patients with or phenylketonuria.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
ALPHA-HYDROXY-BETA-phenyl-propionIC ACID	ChEBI
L-(-)-3-Phenyllactic acid	ChEBI
L-3-Phenyllactic acid	ChEBI
L-beta-Phenyllactic acid	ChEBI
a-HYDROXY-b-phenyl-propionate	Generator
a-HYDROXY-b-phenyl-propionic acid	Generator
alpha-HYDROXY-beta-phenyl-propionate	Generator
Α-hydroxy-β-phenyl-propionate	Generator
Α-hydroxy-β-phenyl-propionic acid	Generator
L-(-)-3-Phenyllactate	Generator
L-3-Phenyllactate	Generator
L-b-Phenyllactate	Generator
L-b-Phenyllactic acid	Generator
L-beta-Phenyllactate	Generator
L-Β-phenyllactate	Generator
L-Β-phenyllactic acid	Generator
D-Phenyllactate	Generator
(+)-2-Hydroxy-3-phenylpropionate	HMDB
(+)-2-Hydroxy-3-phenylpropionic acid	HMDB
(+)-3-Phenyllactate	HMDB
(+)-3-Phenyllactic acid	HMDB
(+)-b-Phenyllactate	HMDB
(+)-b-Phenyllactic acid	HMDB
(+)-beta-Phenyllactate	HMDB
(+)-beta-Phenyllactic acid	HMDB
(2R)-2-Hydroxy-2-phenylpropanoate	HMDB
(2R)-2-Hydroxy-2-phenylpropanoic acid	HMDB
(2R)-2-Hydroxy-2-phenylpropionate	HMDB
(2R)-2-Hydroxy-2-phenylpropionic acid	HMDB
(R)-2-Hydroxy-2-phenylpropionate	HMDB
(R)-2-Hydroxy-2-phenylpropionic acid	HMDB
(R)-2-Phenyl-2-hydroxypropanoate	HMDB
(R)-2-Phenyl-2-hydroxypropanoic acid	HMDB
(R)-3-Phenyl-lactate	HMDB
(R)-3-Phenyl-lactic acid	HMDB
(R)-3-Phenyllactate	HMDB
(R)-3-Phenyllactic acid	HMDB
(R)-a-Hydroxy-3-phenylpropionate	HMDB
(R)-a-Hydroxy-3-phenylpropionic acid	HMDB
(R)-a-Hydroxy-benzenepropanoate	HMDB
(R)-a-Hydroxy-benzenepropanoic acid	HMDB
(R)-alpha-Hydroxy-3-phenylpropionate	HMDB
(R)-alpha-Hydroxy-3-phenylpropionic acid	HMDB
(R)-alpha-Hydroxy-benzenepropanoate	HMDB
(R)-alpha-Hydroxy-benzenepropanoic acid	HMDB
(R)-b-Phenyllactate	HMDB
(R)-b-Phenyllactic acid	HMDB
(R)-beta-Phenyllactate	HMDB
(R)-beta-Phenyllactic acid	HMDB
(R)-Phenyllactate	HMDB
(R)-Phenyllactic acid	HMDB
b-Phenyl-D-lactate	HMDB
b-Phenyl-D-lactic acid	HMDB
beta-Phenyl-delta-lactate	HMDB
beta-Phenyl-delta-lactic acid	HMDB
D-2-Hydroxy-3-phenylpropionate	HMDB
D-2-Hydroxy-3-phenylpropionic acid	HMDB
D-3-Phenyllactate	HMDB
D-3-Phenyllactic acid	HMDB
D-b-Phenyllactate	HMDB
D-b-Phenyllactic acid	HMDB
delta-2-Hydroxy-3-phenylpropionate	HMDB
delta-2-Hydroxy-3-phenylpropionic acid	HMDB
delta-3-Phenyllactate	HMDB
delta-3-Phenyllactic acid	HMDB
delta-beta-Phenyllactate	HMDB
delta-beta-Phenyllactic acid	HMDB
delta-Phenyllactate	HMDB
delta-Phenyllactic acid	HMDB
(S)-3-Phenyllactate	HMDB

Molecular Formula

C₉H₁₀O₃

Average Mass

166.1739

Monoisotopic Mass

166.062994186

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

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)/t8-/m0/s1

InChI Key

VOXXWSYKYCBWHO-QMMMGPOBSA-N

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

(2S)-2-hydroxy monocarboxylic acid (CHEBI:43065 )
3-phenyllactic acid (CHEBI:43065 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm

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
MMDBp0192023	Sulfotransferase family cytosolic 2B member 1	Enzyme	O00204	Homo sapiens
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0008222	D-Phenyllactic acid	Phenylpyruvic acid	Not Available		VMH	30371894

Multistep Reactions

Reaction ID	Precursor	Product	Enzyme	Reference
MMDBr0012748	L-Phenylalanine	Phenylpyruvic acid	Not Available	9687465
MMDBr0012750	Phenylpyruvic acid	D-Phenyllactic acid	Not Available	Manually annotated by MiMeDB team
MMDBr0012754	D-Phenyllactic acid	Phenylacetic acid	Not Available	Manually annotated by MiMeDB team

Reaction ID	Precursor	Product	Enzyme	Reference
MMDBr0012748	L-Phenylalanine	Phenylpyruvic acid	Not Available	9687465
MMDBr0012750	Phenylpyruvic acid	D-Phenyllactic acid	Not Available	Manually annotated by MiMeDB team
MMDBr0012755	D-Phenyllactic acid	2-Phenylpropionate	Not Available	Manually annotated by MiMeDB team

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Alzheimer's disease		Association	Human saliva	PubMed	28453477

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	11	Human ; Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food	Beer	Barley	PubMed	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	18085514
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0000563

DrugBank ID

DB02494

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05607

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5547

PubChem Compound

444718

PDB ID

Not Available

ChEBI ID

43065

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Beloborodova NV, Khodakova AS, Bairamov IT, Olenin AY: Microbial origin of phenylcarboxylic acids in the human body. Biochemistry (Mosc). 2009 Dec;74(12):1350-5. doi: 10.1134/s0006297909120086. [PubMed:19961416 ]
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 D-Phenyllactic acid (MMDBc0048006)

MOL for #<Metabolite:0x00007f47059b2ac8>

3D MOL for #<Metabolite:0x00007f47059b2ac8>

3D SDF for #<Metabolite:0x00007f47059b2ac8>

3D-SDF for #<Metabolite:0x00007f47059b2ac8>

PDB for #<Metabolite:0x00007f47059b2ac8>

3D PDB for #<Metabolite:0x00007f47059b2ac8>

SMILES for #<Metabolite:0x00007f47059b2ac8>

INCHI for #<Metabolite:0x00007f47059b2ac8>

Structure for #<Metabolite:0x00007f47059b2ac8>

3D Structure for #<Metabolite:0x00007f47059b2ac8>