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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:57 UTC

HMDB ID

HMDB0000563

Secondary Accession Numbers

HMDB00563

Metabolite Identification

Common Name

D-Phenyllactic acid

Description

D-Phenyllactic acid, also known as L-3-phenyllactate, 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. D-Phenyllactic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HFA                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  O   UNK     0      -0.294   2.290   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.040   1.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.373   2.290   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.373   3.830   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.040  -0.020   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.294  -0.790   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.294  -2.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.628  -0.020   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.628  -3.100   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.961  -0.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.961  -2.330   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.707   1.520   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0       1.040   2.610   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    5   13                                             
CONECT    3    2    4   12                                                  
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   11                                                       
CONECT   11    9   10                                                       
CONECT   12    3                                                            
CONECT   13    2                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

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

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

IUPAC Name

(2S)-2-hydroxy-3-phenylpropanoic acid

Traditional Name

L-3-phenyllactic acid

CAS Registry Number

7326-19-4

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)/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 )

Ontology

Not Available

Feces (PMID: 18085514)

Cellular substructure

Cytoplasm (HMDB: HMDB0000563)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	122-124 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	1.184	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.8 g/L	ALOGPS
logP	0.84	ALOGPS
logP	1.18	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	43.46 m³·mol⁻¹	ChemAxon
Polarizability	16.7 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	136.677	31661259
DarkChem	[M-H]-	134.922	31661259
AllCCS	[M+H]+	136.563	32859911
AllCCS	[M-H]-	134.311	32859911
DeepCCS	[M+H]+	131.491	30932474
DeepCCS	[M-H]-	129.155	30932474
DeepCCS	[M-2H]-	164.698	30932474
DeepCCS	[M+Na]+	139.156	30932474
AllCCS	[M+H]+	136.6	32859911
AllCCS	[M+H-H2O]+	132.2	32859911
AllCCS	[M+NH4]+	140.6	32859911
AllCCS	[M+Na]+	141.8	32859911
AllCCS	[M-H]-	134.3	32859911
AllCCS	[M+Na-2H]-	135.3	32859911
AllCCS	[M+HCOO]-	136.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-Phenyllactic acid	[H][C@](O)(CC1=CC=CC=C1)C(O)=O	2854.0	Standard polar	33892256
D-Phenyllactic acid	[H][C@](O)(CC1=CC=CC=C1)C(O)=O	1466.5	Standard non polar	33892256
D-Phenyllactic acid	[H][C@](O)(CC1=CC=CC=C1)C(O)=O	1528.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-Phenyllactic acid,1TMS,isomer #1	C[Si](C)(C)O[C@@H](CC1=CC=CC=C1)C(=O)O	1550.2	Semi standard non polar	33892256
D-Phenyllactic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](O)CC1=CC=CC=C1	1500.3	Semi standard non polar	33892256
D-Phenyllactic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)O[Si](C)(C)C	1570.0	Semi standard non polar	33892256
D-Phenyllactic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](CC1=CC=CC=C1)C(=O)O	1783.8	Semi standard non polar	33892256
D-Phenyllactic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)CC1=CC=CC=C1	1738.6	Semi standard non polar	33892256
D-Phenyllactic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2043.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - D-Phenyllactic acid EI-B (Non-derivatized)	splash10-0006-9100000000-c22a5f17e7fecfb666f2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - D-Phenyllactic acid EI-B (Non-derivatized)	splash10-0006-9100000000-c22a5f17e7fecfb666f2	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-750e52d0df9e2b90be09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (2 TMS) - 70eV, Positive	splash10-006x-9540000000-c06e2865c7cf1c780f11	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Phenyllactic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - D-Phenyllactic acid 35V, Negative-QTOF	splash10-0gb9-1900000000-cc48c5ff57b37ce10c09	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 10V, Positive-QTOF	splash10-01bd-2900000000-92cd31ed8e8e8e87180f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 20V, Positive-QTOF	splash10-006x-5900000000-d1b1e4fdbfd8306c9265	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 40V, Positive-QTOF	splash10-0006-9100000000-750584951bb8866056f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 10V, Negative-QTOF	splash10-014i-2900000000-1f4cdc94d5bb4ac6489e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 20V, Negative-QTOF	splash10-01bc-6900000000-779d8af9b71dee9ffe5a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 40V, Negative-QTOF	splash10-004l-9300000000-bb0139bf3ea8e3c03d20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 10V, Positive-QTOF	splash10-00dl-5900000000-eb26ccce038261968168	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 20V, Positive-QTOF	splash10-0006-9300000000-aa44337c740dacf05e9c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 40V, Positive-QTOF	splash10-0006-9100000000-6509f4478fff1766b65a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 10V, Negative-QTOF	splash10-014i-3900000000-15a50bcc903d54af3f43	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 20V, Negative-QTOF	splash10-0006-9400000000-0d7b49d15700ae266645	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Phenyllactic acid 40V, Negative-QTOF	splash10-0006-9300000000-ca99933d289067e5347a	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	18085514	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

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

VMH ID

PLAC

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kamata, Masahiro; Toyomasu, Ryuta; Suzuki, Eiichiro; Tanaka, Takashi. D-Phenyllactic acid production by Brevibacterium or Corynebacterium. Jpn. Kokai Tokkyo Koho (1986), 4 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

D-Phenyllactic acid → (2S)-3-phenyl-2-(sulfooxy)propanoic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

D-Phenyllactic acid → 6-[(1R)-1-carboxy-2-phenylethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
D-Phenyllactic acid → 3,4,5-trihydroxy-6-{[(2S)-2-hydroxy-3-phenylpropanoyl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for D-Phenyllactic acid (HMDB0000563)

MOL for HMDB0000563 (D-Phenyllactic acid)

3D MOL for HMDB0000563 (D-Phenyllactic acid)

3D SDF for HMDB0000563 (D-Phenyllactic acid)

3D-SDF for HMDB0000563 (D-Phenyllactic acid)

PDB for HMDB0000563 (D-Phenyllactic acid)

3D PDB for HMDB0000563 (D-Phenyllactic acid)

SMILES for HMDB0000563 (D-Phenyllactic acid)

INCHI for HMDB0000563 (D-Phenyllactic acid)

Structure for HMDB0000563 (D-Phenyllactic acid)

3D Structure for HMDB0000563 (D-Phenyllactic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions