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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-28 21:53:21 UTC

Update Date

2023-02-21 17:17:23 UTC

HMDB ID

HMDB0006915

Secondary Accession Numbers

HMDB06915

Metabolite Identification

Common Name

2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid

Description

2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid, also known as 4,alpha-dihydroxycinnamic acid or 4-hydroxy-enol-phenylpyruvate, 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. 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid exists in all living organisms, ranging from bacteria to humans. In humans, 2-hydroxy-3-(4-hydroxyphenyl)propenoic acid is involved in the metabolic disorder called hawkinsinuria. 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 2-hydroxy-3-(4-hydroxyphenyl)propenoic acid a potential biomarker for the consumption of these foods. 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid.

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.713   1.961   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.705   3.492   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.614   1.185   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.046   1.192   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.039   4.261   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -0.628   4.254   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.614  -0.346   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.940  -1.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.734  -1.115   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.940  -2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.734  -2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.614  -3.450   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.628  -4.995   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   12                                                       
CONECT   12   10   13   11                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,alpha-Dihydroxycinnamic acid	ChEBI
4-Hydroxy-enol-phenylpyruvate	Kegg
4,a-Dihydroxycinnamate	Generator
4,a-Dihydroxycinnamic acid	Generator
4,alpha-Dihydroxycinnamate	Generator
4,Α-dihydroxycinnamate	Generator
4,Α-dihydroxycinnamic acid	Generator
4-Hydroxy-enol-phenylpyruvic acid	Generator
2-Hydroxy-3-(4-hydroxyphenyl)propenoate	Generator

Chemical Formula

C₉H₈O₄

Average Molecular Weight

180.1574

Monoisotopic Molecular Weight

180.042258744

IUPAC Name

(2Z)-2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid

Traditional Name

4,α-dihydroxycinnamic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-5,10-11H,(H,12,13)/b8-5-

InChI Key

GQYBCIHRWMPOOF-YVMONPNESA-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

Cinnamic acid
Cinnamic acid or derivatives
Coumaric acid
Coumaric acid or derivatives
Hydroxycinnamic acid
Hydroxycinnamic acid or derivatives
Enol-phenylpyruvate
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocarboxylic acid or derivatives
Enol
Carboxylic acid
Carboxylic acid derivative
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:27683 )
2-hydroxy monocarboxylic acid (CHEBI:27683 )

Ontology

Not Available

Endogenous (HMDB: HMDB0006915)

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Tyrosine Metabolism (PathBank: SMP0087328)
2-Oxopent-4-enoate Metabolism (PathBank: SMP0122102)
Tyrosine Metabolism (HMDB: HMDB0006915)
2-Oxopent-4-enoate Metabolism 2 (PathBank: SMP0122224)

Disease pathway

Tyrosinemia, Transient, of the Newborn (PathBank: SMP0120779)
Hawkinsinuria (PathBank: SMP0120711)
Tyrosinemia Type I (PathBank: SMP0120729)
Alkaptonuria (PathBank: SMP0120453)
Dopamine beta-Hydroxylase Deficiency (PathBank: SMP0120563)
Monoamine Oxidase-A Deficiency (MAO-A) (PathBank: SMP0120817)

Drug action pathway

Disulfiram Action Pathway (HMDB: HMDB0006915)
Disulfiram Action Pathway (PathBank: SMP0000429)

Role

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	0.81 g/L	ALOGPS
logP	1.28	ALOGPS
logP	1.31	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	-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	2	ChemAxon
Refractivity	47.01 m³·mol⁻¹	ChemAxon
Polarizability	17.25 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
DeepCCS	[M+H]+	140.562	30932474
DeepCCS	[M-H]-	138.166	30932474
DeepCCS	[M-2H]-	172.245	30932474
DeepCCS	[M+Na]+	146.764	30932474
AllCCS	[M+H]+	138.5	32859911
AllCCS	[M+H-H2O]+	134.2	32859911
AllCCS	[M+NH4]+	142.5	32859911
AllCCS	[M+Na]+	143.7	32859911
AllCCS	[M-H]-	135.7	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.49 minutes	32390414
Predicted by Siyang on May 30, 2022	10.227 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	70.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1305.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	312.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	101.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	95.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	447.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	316.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	197.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	744.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	280.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1010.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	243.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	323.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	533.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	181.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	199.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	OC(=O)C(\O)=C\C1=CC=C(O)C=C1	3375.9	Standard polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	OC(=O)C(\O)=C\C1=CC=C(O)C=C1	1701.6	Standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	OC(=O)C(\O)=C\C1=CC=C(O)C=C1	1896.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)/C(O)=C/C1=CC=C(O)C=C1	2011.0	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,1TMS,isomer #2	C[Si](C)(C)O/C(=C\C1=CC=C(O)C=C1)C(=O)O	2025.2	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C(\O)C(=O)O)C=C1	2004.5	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)/C(=C/C1=CC=C(O)C=C1)O[Si](C)(C)C	2053.6	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)/C(O)=C/C1=CC=C(O[Si](C)(C)C)C=C1	2050.2	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,2TMS,isomer #3	C[Si](C)(C)O/C(=C\C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O	2088.7	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)/C(=C/C1=CC=C(O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2071.7	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)/C(O)=C/C1=CC=C(O)C=C1	2270.6	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O/C(=C\C1=CC=C(O)C=C1)C(=O)O	2278.9	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C(\O)C(=O)O)C=C1	2311.3	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)/C(=C/C1=CC=C(O)C=C1)O[Si](C)(C)C(C)(C)C	2529.5	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)/C(O)=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2550.3	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	2596.6	Semi standard non polar	33892256
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)/C(=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2764.6	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 - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-1900000000-10c51d0329cb2a35dbb8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid GC-MS (3 TMS) - 70eV, Positive	splash10-00gi-6259000000-cdf2744454615081e02f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 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 - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 10V, Positive-QTOF	splash10-0bu0-0900000000-a08730e02c84f43e7926	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 20V, Positive-QTOF	splash10-0a4i-0900000000-2eb4f2eaa5d547249a3e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 40V, Positive-QTOF	splash10-0a6r-7900000000-63f2942443ac7bfdce48	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 10V, Negative-QTOF	splash10-004i-0900000000-8576bdecf0b58e989df6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 20V, Negative-QTOF	splash10-0a4i-0900000000-46e515a63da5ddf92de9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 40V, Negative-QTOF	splash10-0a4i-0900000000-3c0a27f480b5bb59093c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 10V, Negative-QTOF	splash10-004i-0900000000-02f0fa9241cf4b1591c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 20V, Negative-QTOF	splash10-00di-9800000000-0e7b12140d77aa62a512	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 40V, Negative-QTOF	splash10-0api-4900000000-6f21f2ecdec85109e7d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 10V, Positive-QTOF	splash10-01qi-0900000000-28cf4812bb35ce056a15	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 20V, Positive-QTOF	splash10-0a4r-1900000000-bd40f97e341181046c0f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid 40V, Positive-QTOF	splash10-004i-9200000000-c7f40face58730829b4a	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Tyrosine metabolism	Not Available
Alkaptonuria		Not Available
Hawkinsinuria		Not Available
Tyrosinemia Type I		Not Available
Tyrosinemia, transient, of the newborn		Not Available

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

FDB024152

KNApSAcK ID

Not Available

Chemspider ID

552441

KEGG Compound ID

C05350

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636708

PDB ID

Not Available

ChEBI ID

27683

Food Biomarker Ontology

Not Available

VMH ID

M00643

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

Enzymes

Enzyme Details

1. Macrophage migration inhibitory factor

General function:: Involved in cell surface binding
Specific function:: Pro-inflammatory cytokine. Involved in the innate immune response to bacterial pathogens. The expression of MIF at sites of inflammation suggests a role as mediator in regulating the function of macrophages in host defense. Counteracts the anti-inflammatory activity of glucocorticoids. Has phenylpyruvate tautomerase and dopachrome tautomerase activity (in vitro), but the physiological substrate is not known. It is not clear whether the tautomerase activity has any physiological relevance, and whether it is important for cytokine activity.
Gene Name:: MIF
Uniprot ID:: P14174
Molecular weight:: 12476.19

Reactions

4-Hydroxyphenylpyruvic acid → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	details

Showing metabocard for 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid (HMDB0006915)

MOL for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

3D MOL for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

3D SDF for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

3D-SDF for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

PDB for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

3D PDB for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

SMILES for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

INCHI for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

Structure for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

3D Structure for HMDB0006915 (2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions