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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:30 UTC

Update Date

2022-03-07 02:53:13 UTC

HMDB ID

HMDB0032057

Secondary Accession Numbers

HMDB32057

Metabolite Identification

Common Name

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid

Description

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid, also known as 3-(2,3-dihydroxyphenyl)acrylate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid has been detected, but not quantified in, roman camomiles (Chamaemelum nobile). This could make (e)-3-(2,3-dihydroxyphenyl)-2-propenoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   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      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    2    4    9                                                  
CONECT    7    3    9   10                                                  
CONECT    8    5   11   12                                                  
CONECT    9    6    7   13                                                  
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2,3-Dihydroxyphenyl)-2-propenoic acid	ChEBI
3-(2,3-Dihydroxyphenyl)acrylic acid	ChEBI
3-(2,3-Dihydroxyphenyl)-2-propenoate	Generator
3-(2,3-Dihydroxyphenyl)acrylate	Generator
(e)-3-(2,3-Dihydroxyphenyl)-2-propenoate	Generator
ADPribose 2'-phosphate	HMDB
APX	HMDB
2,3-Dihydroxycinnamate	Generator

Chemical Formula

C₉H₈O₄

Average Molecular Weight

180.1574

Monoisotopic Molecular Weight

180.042258744

IUPAC Name

3-(2,3-dihydroxyphenyl)prop-2-enoic acid

Traditional Name

2,3-dihydroxycinnamic acid

CAS Registry Number

38481-04-8

SMILES

OC(=O)C=CC1=C(O)C(O)=CC=C1

InChI Identifier

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

InChI Key

SIUKXCMDYPYCLH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid or derivatives
Hydroxycinnamic acid
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxycinnamic acid (CHEBI:48681 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032057)
Cytoplasm (HMDB: HMDB0032057)

Source

Exogenous

Exogenous (HMDB: HMDB0032057)

Endogenous

Endogenous (HMDB: HMDB0032057)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	218 °C	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	1.66 g/L	ALOGPS
logP	1.66	ALOGPS
logP	1.53	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-6.3	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	47.02 m³·mol⁻¹	ChemAxon
Polarizability	17.21 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]+	142.385	31661259
DarkChem	[M-H]-	135.392	31661259
DeepCCS	[M+H]+	137.683	30932474
DeepCCS	[M-H]-	135.287	30932474
DeepCCS	[M-2H]-	170.356	30932474
DeepCCS	[M+Na]+	144.831	30932474
AllCCS	[M+H]+	138.3	32859911
AllCCS	[M+H-H2O]+	134.0	32859911
AllCCS	[M+NH4]+	142.3	32859911
AllCCS	[M+Na]+	143.5	32859911
AllCCS	[M-H]-	134.2	32859911
AllCCS	[M+Na-2H]-	134.9	32859911
AllCCS	[M+HCOO]-	135.7	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.	3.09 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0886 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.14 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	49.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1273.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	305.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	99.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	401.7 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	353.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	168.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	781.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.3 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	967.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	296.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	528.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.2 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	177.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid	OC(=O)C=CC1=C(O)C(O)=CC=C1	3413.9	Standard polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid	OC(=O)C=CC1=C(O)C(O)=CC=C1	1794.6	Standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid	OC(=O)C=CC1=C(O)C(O)=CC=C1	1836.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C=CC1=CC=CC(O)=C1O	2110.4	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,1TMS,isomer #2	C[Si](C)(C)OC1=C(O)C=CC=C1C=CC(=O)O	1985.6	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C=CC(=O)O)=C1O	1995.6	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C=CC1=CC=CC(O[Si](C)(C)C)=C1O	2029.4	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C=CC1=CC=CC(O)=C1O[Si](C)(C)C	2009.4	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,2TMS,isomer #3	C[Si](C)(C)OC1=CC=CC(C=CC(=O)O)=C1O[Si](C)(C)C	1996.3	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C=CC1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2042.1	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=CC1=CC=CC(O)=C1O	2355.3	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC=C1C=CC(=O)O	2277.8	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C=CC(=O)O)=C1O	2286.4	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=CC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1O	2547.0	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C=CC1=CC=CC(O)=C1O[Si](C)(C)C(C)(C)C	2533.6	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC(C=CC(=O)O)=C1O[Si](C)(C)C(C)(C)C	2562.7	Semi standard non polar	33892256
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=CC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2768.9	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 - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-0900000000-5750614cca6786ac5b1f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid GC-MS (3 TMS) - 70eV, Positive	splash10-00e9-5149000000-c43f9e3eea6dc7cf478f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-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 - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 10V, Positive-QTOF	splash10-03di-0900000000-44b9a48999fe377a9299	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 20V, Positive-QTOF	splash10-03dr-1900000000-20778098331cd15e948e	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 40V, Positive-QTOF	splash10-056r-9700000000-6ae51d6153dca13a0a94	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 10V, Negative-QTOF	splash10-004i-0900000000-f9ba26903c27c6fb0a5d	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 20V, Negative-QTOF	splash10-01ti-0900000000-69b5bceb0e88f63a7bd7	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 40V, Negative-QTOF	splash10-0a4i-3900000000-e47dd58a9a230a9fb78b	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 10V, Negative-QTOF	splash10-002r-0900000000-a54c94dd8b9d66011f76	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 20V, Negative-QTOF	splash10-000i-0900000000-ff2fcba215fea0578e7c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 40V, Negative-QTOF	splash10-001i-3900000000-f8420acef19e9f5414db	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 10V, Positive-QTOF	splash10-01q9-0900000000-a484b6b259791cb239c4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 20V, Positive-QTOF	splash10-00kr-0900000000-8b407247a3c3a5ca7e46	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid 40V, Positive-QTOF	splash10-0fb9-9500000000-fe57620236acad0cd5a0	2021-09-23	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

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB002699

KNApSAcK ID

Not Available

Chemspider ID

21865585

KEGG Compound ID

C12623

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282146

PDB ID

Not Available

ChEBI ID

48681

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 3-(2-hydroxy-3-methoxyphenyl)prop-2-enoic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 3-(2-Hydroxy-3-methoxyphenyl)-2-propenoic 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

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 6-[3-(2-carboxyeth-1-en-1-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 6-[2-(2-carboxyeth-1-en-1-yl)-6-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 6-{[3-(2,3-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 6-{3-[(1E)-2-carboxyeth-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 6-{2-[(1E)-2-carboxyeth-1-en-1-yl]-6-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 6-{[(2E)-3-(2,3-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

3. ADP-ribosyl cyclase 2

General function:: Involved in NAD+ nucleosidase activity
Specific function:: Synthesizes cyclic ADP-ribose, a second messenger that elicits calcium release from intracellular stores. May be involved in pre-B-cell growth.
Gene Name:: BST1
Uniprot ID:: Q10588
Molecular weight:: 35723.545

Reactions

NADP + Water → Niacinamide + (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid	details

Enzyme Details

4. ADP-ribosyl cyclase 1

General function:: Involved in NAD+ nucleosidase activity
Specific function:: Synthesizes cyclic ADP-ribose, a second messenger for glucose-induced insulin secretion. Also has cADPr hydrolase activity. Also moonlights as a receptor in cells of the immune system.
Gene Name:: CD38
Uniprot ID:: P28907
Molecular weight:: 34328.145

Reactions

NADP + Water → Niacinamide + (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid	details

Enzyme Details

5. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → 3-[2-hydroxy-3-(sulfooxy)phenyl]prop-2-enoic acid	details
(E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid → (2E)-3-[2-hydroxy-3-(sulfooxy)phenyl]prop-2-enoic acid	details

Showing metabocard for (E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid (HMDB0032057)

MOL for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D MOL for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D SDF for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D-SDF for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

PDB for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D PDB for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

SMILES for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

INCHI for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

Structure for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D Structure for HMDB0032057 ((E)-3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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