Bovine Metabolome Database: Showing metabocard for Desaminotyrosine (BMDB0002199)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:52:29 UTC

Update Date

2020-05-11 22:30:08 UTC

BMDB ID

BMDB0002199

Secondary Accession Numbers

BMDB02199

Metabolite Identification

Common Name

Desaminotyrosine

Description

Desaminotyrosine, also known as phloretinic acid or dihydro-p-coumarate, 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 a significant number of articles have been published on Desaminotyrosine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(p-Hydroxyphenyl)propionic acid	ChEBI
4-Hydroxyphenylpropionic acid	ChEBI
beta-(p-Hydroxyphenyl)propionic acid	ChEBI
Dihydro-p-coumaric acid	ChEBI
HYDROXYPHENYL propionIC ACID	ChEBI
p-Hydroxyhydrocinnamic acid	ChEBI
p-Hydroxyphenylpropionic acid	ChEBI
Phloretinic acid	ChEBI
3-(4-Hydroxyphenyl)propanoate	Kegg
3-(4-Hydroxyphenyl)propionate	Generator
3-(p-Hydroxyphenyl)propionate	Generator
4-Hydroxyphenylpropionate	Generator
b-(p-Hydroxyphenyl)propionate	Generator
b-(p-Hydroxyphenyl)propionic acid	Generator
beta-(p-Hydroxyphenyl)propionate	Generator
Β-(p-hydroxyphenyl)propionate	Generator
Β-(p-hydroxyphenyl)propionic acid	Generator
Dihydro-p-coumarate	Generator
HYDROXYPHENYL propionate	Generator
p-Hydroxyhydrocinnamate	Generator
p-Hydroxyphenylpropionate	Generator
Phloretinate	Generator
Phloretate	Generator
3-(4-Hydroxyphenyl)propanoic acid	Generator
3-(4'-Hydroxyphenyl)-propionate	HMDB
3-(4'-Hydroxyphenyl)-propionic acid	HMDB
3-(4'-Hydroxyphenyl)propionic acid	HMDB
3-(4-Hydroxy-phenyl)-propionate	HMDB
3-(4-Hydroxy-phenyl)-propionic acid	HMDB
3-(4-Hydroxyphenyl)-propionate	HMDB
3-(4-Hydroxyphenyl)-propionic acid	HMDB
3-(Para-hydroxyphenyl)propionate	HMDB
3-(Para-hydroxyphenyl)propionic acid	HMDB
4'-Hydroxyphenylpropionic acid	HMDB
4-(4-Hydroxyphenylpropanoate	HMDB
4-(4-Hydroxyphenylpropanoic acid	HMDB
4-Hydroxy-(9ci)benzenepropanoate	HMDB
4-Hydroxy-(9ci)benzenepropanoic acid	HMDB
4-Hydroxy-benzenepropanoate	HMDB
4-Hydroxy-benzenepropanoic acid	HMDB
4-Hydroxybenzenepropanoate	HMDB
4-Hydroxybenzenepropanoic acid	HMDB
hydro-P-Coumarate	HMDB
Hydro-p-coumaric acid	HMDB
Hydroxy-hydrocinnamic acid	HMDB
N-Hydroxysuccinimide ester	HMDB
P-Hydroxy-benzene propionate	HMDB
P-Hydroxy-benzene propionic acid	HMDB
P-Hydroxy-hydrocinnamate	HMDB
P-Hydroxy-hydrocinnamic acid	HMDB
4-Hydroxyhydrocinnamic acid	MeSH, HMDB
Desaminotyrosine	ChEBI
3-(4'-Hydroxyphenyl)propanoic acid	PhytoBank
4-Hydroxybenzenepropionic acid	PhytoBank
2,3-Dihydro-p-coumaric acid	PhytoBank
3-(4’-Hydroxyphenyl)propanoic acid	PhytoBank
3-(4’-Hydroxyphenyl)propionic acid	PhytoBank
3-(p-Hydroxyphenyl)propanoic acid	PhytoBank
4-(2-Carboxyethyl)phenol	PhytoBank
4-(2-Carboxylethyl)phenol	PhytoBank
4-Hydroxydihydrocinnamic acid	PhytoBank
Dihydrocoumaric acid	PhytoBank
p-Hydroxybenzene propanoic acid	PhytoBank
p-Hydroxybenzene propionic acid	PhytoBank
p-Hydroxyphenylpropanoic acid	PhytoBank
beta-(4-Hydroxyphenyl)propanoic acid	PhytoBank
beta-(4-Hydroxyphenyl)propionic acid	PhytoBank
β-(4-Hydroxyphenyl)propanoic acid	PhytoBank
β-(4-Hydroxyphenyl)propionic acid	PhytoBank
beta-(p-Hydroxyphenyl)propanoic acid	PhytoBank
β-(p-Hydroxyphenyl)propanoic acid	PhytoBank

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

IUPAC Name

3-(4-hydroxyphenyl)propanoic acid

Traditional Name

hydroxyphenyl propionic acid

CAS Registry Number

501-97-3

SMILES

OC(=O)CCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)

InChI Key

NMHMNPHRMNGLLB-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
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxy monocarboxylic acid (CHEBI:32980 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	129 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	1.16	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	1.15	ALOGPS
logP	1.75	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.21	ChemAxon
pKa (Strongest Basic)	-6	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	43.95 m³·mol⁻¹	ChemAxon
Polarizability	16.97 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-066r-9800000000-44e113d8fc2602ffba88	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004l-0900000000-5ae3f727b5218398aa83	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-066r-9800000000-44e113d8fc2602ffba88	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004l-0900000000-5ae3f727b5218398aa83	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-3900000000-424e95de0b8037c4aa20	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00g0-9660000000-261dcfd72b0dbd1c03df	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00kv-5900000000-db98339dadc21116c7aa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052r-9400000000-7d2340d4f6981ee8aecb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00bi-9100000000-cac6ca239c2cbe36238d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-014i-0900000000-e131522c5a7352167afb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-014i-3900000000-5c5920f4693d31baa640	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0a4i-9500000000-49bd07916272cdc49e68	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0a6u-9100000000-683b03c9384a9a750863	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-00di-9000000000-d4af6cba1b370fd620ed	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-0900000000-514be816ed648e5588b7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-3900000000-5c5920f4693d31baa640	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-9500000000-49bd07916272cdc49e68	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a6u-9100000000-683b03c9384a9a750863	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-9000000000-d4af6cba1b370fd620ed	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-0900000000-3603746465916eaf1e98	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0601-1900000000-a85683e512fff2c291dd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kdi-9500000000-dbb0fa659379ccf4eb26	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-17bb794e8bbfe1aad6b3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01b9-1900000000-9708817125183e0214a3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9400000000-d9a164ed2938481885d9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-066r-5900000000-6672a989c0ad56cb1697	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fu-8900000000-f2a5c52c26b284a94a51	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-179e6648decb5dd31953	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0aba-0900000000-3631ad60fd3a5053aacf	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-2900000000-28c2e194d667a26ec152	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9300000000-20c3b533b0eccb02601e	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Kidney
Liver
Ruminal Fluid
Spleen

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Ruminal Fluid	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 25599412	details
Spleen	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details