Livestock Metabolome Database: Showing metabocard for p-Synephrine (LMDB00457)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:50:17 UTC

Update Date

2016-07-20 21:01:14 UTC

Lmdb

LMDB00457

Secondary Accession Numbers

None

Metabolite Identification

Common Name

p-Synephrine

Description

p-Synephrine, also known as (+/-)-synephrine or oxedrine, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. p-Synephrine 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 p-synephrine a potential biomarker for the consumption of these foods. p-Synephrine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on p-Synephrine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+/-)-synephrine	ChEBI
1-(4-Hydroxyphenyl)-2-(methylamino)ethanol	ChEBI
1-(4-Hydroxyphenyl)-2-methylaminoethanol	ChEBI
4-Hydroxy-alpha-[(methylamino)methyl]benzenemethanol	ChEBI
beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol	ChEBI
Oxedrine	ChEBI
p-Hydroxy-alpha-[(methylamino)methyl]benzyl alcohol	ChEBI
Sympatol	ChEBI
-Synephrine	Kegg
4-Hydroxy-a-[(methylamino)methyl]benzenemethanol	Generator
4-Hydroxy-α-[(methylamino)methyl]benzenemethanol	Generator
b-Methylamino-a-(4-hydroxyphenyl)ethyl alcohol	Generator
Β-methylamino-α-(4-hydroxyphenyl)ethyl alcohol	Generator
p-Hydroxy-a-[(methylamino)methyl]benzyl alcohol	Generator
p-Hydroxy-α-[(methylamino)methyl]benzyl alcohol	Generator
(+)-P-Synephrine	HMDB
(+)-Synephrine	HMDB
(+)-[(methylamino)Methyl]-benzenemethano	HMDB
Analeptin	HMDB
Parasympatol	HMDB
Simpalon	HMDB
Simpatol	HMDB
Sympaethamin	HMDB, MeSH
Sympaethamine	HMDB
Synephrine	HMDB
Synephrin	MeSH, HMDB

Chemical Formula

C₉H₁₃NO₂

Average Molecular Weight

167.205

Monoisotopic Molecular Weight

167.094628665

IUPAC Name

4-[1-hydroxy-2-(methylamino)ethyl]phenol

Traditional Name

synephrine

CAS Registry Number

94-07-5

SMILES

CNCC(O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3

InChI Key

YRCWQPVGYLYSOX-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary amine
Secondary aliphatic amine
Organic oxygen compound
Aromatic alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:29081 )
ethanolamines (CHEBI:29081 )
phenethylamine alkaloid (CHEBI:29081 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-0.62	ALOGPS
logP	-0.071	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.25 m³·mol⁻¹	ChemAxon
Polarizability	18.23 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	View
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-014i-0900000000-e033087fd86dbd769b28	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-0900000000-e033087fd86dbd769b28	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-014i-0900000000-c295e3a3035d15a699ee	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-014i-2790000000-3975fb57a4851efa17dd	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-014i-1890000000-ddb8778ef0aef4591f0d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-0b89ec1502bbf0bb1879	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-006x-9150000000-b5f2dbddba7baed4d774	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0002-0900000000-87218af459df32d035bb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0002-0900000000-dd62606af13291e0de32	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0900000000-279ae142a098a2d8cfbb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0900000000-35c196c82d47f666eb5b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9600000000-b52451ff9bd8a3887bba	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-0c3a8e5c03a6dfd08667	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-9700000000-3f120631d0bab91d44b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0k9l-3900000000-6c610eef126262adfcb6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0k9l-2900000000-5d02f910ae0ae85cd74f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-0e740a4914c01adc1331	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0f7c-3900000000-8999539f6d5a8d3758f0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-f4b3f4b27d9ca7224d4b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-056r-9500000000-4ba94de2c8f5e98a4e2f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a59-1900000000-4355e00e21057ebd01c9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uxr-0900000000-a8d55f47d1721c88e142	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uxr-0900000000-eb318fdbbcefb5c0f42b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01c3-8900000000-750750ed3b7c777f8966	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-73b64b38d378f6d409bc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-2900000000-a2fc7c196d4cb2205cd2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-b3081d3e77cf948c0bab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-59284684d3d1f5845efb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0q29-1900000000-eccd6882ea86aed6f824	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-7900000000-2f829c6bfc720e526453	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1900000000-832cda2fe5651203ce37	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0avl-2900000000-6a789e30e9999b4391e7	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25599412	details

External Links

DrugBank ID

DB09203

HMDB ID

HMDB0004826

FooDB ID

FDB001397

Phenol Explorer ID

Not Available

KNApSAcK ID

C00051735

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

7088

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Andrew R, Best SA, Watson DG, Midgley JM, Reid JL, Squire IB: Analysis of biogenic amines in plasma of hypertensive patients and a control group. Neurochem Res. 1993 Nov;18(11):1179-82. [8255371 ]

Showing metabocard for p-Synephrine (LMDB00457)

Structure for LMDB00457 (p-Synephrine)