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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-08 21:44:38 UTC

Update Date

2022-03-07 03:17:33 UTC

HMDB ID

HMDB0029232

Secondary Accession Numbers

HMDB29232

Metabolite Identification

Common Name

3-Hydroxyphenyllactate

Description

3-Hydroxyphenyllactate 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 3-Hydroxyphenyllactate.

Structure

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

HEADER    PROTEIN                                 08-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-12         0                                  
HETATM    1  C   UNK     0      -1.155  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.489  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.489  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.155  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.179  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.179  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.512  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.846  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.180  -1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.513  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.180   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.512   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.846  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
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
3-Hydroxyphenyllactic acid	Generator
2,3-Dihydroxy-3-phenylpropanoate	HMDB

Chemical Formula

C₉H₁₀O₄

Average Molecular Weight

182.1733

Monoisotopic Molecular Weight

182.057908808

IUPAC Name

2,3-dihydroxy-3-phenylpropanoic acid

Traditional Name

2,3-dihydroxy-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

OC(C(O)C1=CC=CC=C1)C(O)=O

InChI Identifier

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

InChI Key

BNOUUNAFHCJIJD-UHFFFAOYSA-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
Beta-hydroxy acid
Sugar acid
Alpha-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
1,2-diol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.2 g/L	ALOGPS
logP	0.05	ALOGPS
logP	0.27	ChemAxon
logS	-0.9	ALOGPS
pKa (Strongest Acidic)	3.72	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.67 m³·mol⁻¹	ChemAxon
Polarizability	17.24 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]+	142.059	31661259
DarkChem	[M-H]-	136.612	31661259
DeepCCS	[M+H]+	133.363	30932474
DeepCCS	[M-H]-	129.536	30932474
DeepCCS	[M-2H]-	166.964	30932474
DeepCCS	[M+Na]+	142.503	30932474
AllCCS	[M+H]+	141.0	32859911
AllCCS	[M+H-H2O]+	136.8	32859911
AllCCS	[M+NH4]+	145.0	32859911
AllCCS	[M+Na]+	146.1	32859911
AllCCS	[M-H]-	136.8	32859911
AllCCS	[M+Na-2H]-	137.6	32859911
AllCCS	[M+HCOO]-	138.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxyphenyllactate	OC(C(O)C1=CC=CC=C1)C(O)=O	3344.2	Standard polar	33892256
3-Hydroxyphenyllactate	OC(C(O)C1=CC=CC=C1)C(O)=O	1684.5	Standard non polar	33892256
3-Hydroxyphenyllactate	OC(C(O)C1=CC=CC=C1)C(O)=O	1709.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxyphenyllactate,1TMS,isomer #1	C[Si](C)(C)OC(C(=O)O)C(O)C1=CC=CC=C1	1656.9	Semi standard non polar	33892256
3-Hydroxyphenyllactate,1TMS,isomer #2	C[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)O	1635.1	Semi standard non polar	33892256
3-Hydroxyphenyllactate,1TMS,isomer #3	C[Si](C)(C)OC(=O)C(O)C(O)C1=CC=CC=C1	1634.5	Semi standard non polar	33892256
3-Hydroxyphenyllactate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)C(O)C1=CC=CC=C1	1651.6	Semi standard non polar	33892256
3-Hydroxyphenyllactate,2TMS,isomer #2	C[Si](C)(C)OC(C(=O)O)C(O[Si](C)(C)C)C1=CC=CC=C1	1661.7	Semi standard non polar	33892256
3-Hydroxyphenyllactate,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(O)C(O[Si](C)(C)C)C1=CC=CC=C1	1645.5	Semi standard non polar	33892256
3-Hydroxyphenyllactate,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=CC=C1	1659.4	Semi standard non polar	33892256
3-Hydroxyphenyllactate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)O)C(O)C1=CC=CC=C1	1909.8	Semi standard non polar	33892256
3-Hydroxyphenyllactate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)O	1881.5	Semi standard non polar	33892256
3-Hydroxyphenyllactate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(O)C(O)C1=CC=CC=C1	1873.9	Semi standard non polar	33892256
3-Hydroxyphenyllactate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1=CC=CC=C1	2132.1	Semi standard non polar	33892256
3-Hydroxyphenyllactate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2122.2	Semi standard non polar	33892256
3-Hydroxyphenyllactate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2134.7	Semi standard non polar	33892256
3-Hydroxyphenyllactate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2331.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyphenyllactate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-7900000000-ae9435f965dc730adefa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyphenyllactate GC-MS (3 TMS) - 70eV, Positive	splash10-0059-3933000000-003707c252384e57cfaa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyphenyllactate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxyphenyllactate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 10V, Positive-QTOF	splash10-067i-0900000000-4a451efdea061e2ee2a0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 20V, Positive-QTOF	splash10-0aor-0900000000-b590810dfb87755759d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 40V, Positive-QTOF	splash10-0a6r-9400000000-5850251fc3d5ffd18dfd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 10V, Negative-QTOF	splash10-0019-0900000000-d7d6438116f00614f821	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 20V, Negative-QTOF	splash10-0570-4900000000-b7193d53d3e65f3eec1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 40V, Negative-QTOF	splash10-004i-9100000000-fc0b747f668228f9acb2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 10V, Negative-QTOF	splash10-00ur-3900000000-46fc8a50618d0195b5fc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 20V, Negative-QTOF	splash10-056r-9400000000-0840c7099f6d1ea9b8e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 40V, Negative-QTOF	splash10-014i-6900000000-c6525ea3e697bc5dbdbf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 10V, Positive-QTOF	splash10-0694-4900000000-575c74a0bb4c9b725452	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 20V, Positive-QTOF	splash10-00or-7900000000-f375821be73c685d249d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxyphenyllactate 40V, Positive-QTOF	splash10-004i-9000000000-2796cca83faea73673df	2021-09-22	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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

233533

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

265740

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 3-Hydroxyphenyllactate (HMDB0029232)

MOL for HMDB0029232 (3-Hydroxyphenyllactate)

3D MOL for HMDB0029232 (3-Hydroxyphenyllactate)

3D SDF for HMDB0029232 (3-Hydroxyphenyllactate)

3D-SDF for HMDB0029232 (3-Hydroxyphenyllactate)

PDB for HMDB0029232 (3-Hydroxyphenyllactate)

3D PDB for HMDB0029232 (3-Hydroxyphenyllactate)

SMILES for HMDB0029232 (3-Hydroxyphenyllactate)

INCHI for HMDB0029232 (3-Hydroxyphenyllactate)

Structure for HMDB0029232 (3-Hydroxyphenyllactate)

3D Structure for HMDB0029232 (3-Hydroxyphenyllactate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra