Showing Compound Normetanephrine (FDB022265)

Record Information

Version

1.0

Creation date

2011-09-21 00:11:13 UTC

Update date

2015-10-09 22:29:50 UTC

Primary ID

FDB022265

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Normetanephrine

Description

Normetanephrine, also known as N111 or normetadrenaline, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Normetanephrine 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 normetanephrine a potential biomarker for the consumption of these foods. Normetanephrine, with regard to humans, has been found to be associated with several diseases such as essential hypertension, crohn's disease, pheochromocytoma, and ulcerative colitis; normetanephrine has also been linked to the inborn metabolic disorder aromatic l-amino acid decarboxylase deficiency. Based on a literature review a significant number of articles have been published on Normetanephrine.

CAS Number

97-31-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+/-)-normetanephrine	HMDB
(+/-)-alpha-(aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol	HMDB
3-Methoxy-noradrenaline	HMDB
3-O-Methyl-noradrenaline	HMDB
4-(2-Amino-1-hydroxyethyl)-2-methoxyphenol	HMDB
alpha-(Aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol	HMDB
DL-N-Normetanephrine	HMDB
DL-Normetanephrine	HMDB
L-Normetanephrine	HMDB
m-O-Methylnorepinephrine	HMDB
N111	HMDB
Normetadrenaline	HMDB
O-Methylnoradrenaline	HMDB
3 Methoxynoradrenaline	HMDB
3-Methoxynoradrenaline	HMDB
(+/-)-alpha-(aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol	hmdb
(+/-)-Normetanephrine	hmdb
3-methoxy-Noradrenaline	hmdb
3-O-methyl-Noradrenaline	hmdb
alpha-(aminomethyl)-4-hydroxy-3-methoxy-Benzenemethanol	hmdb
dl-N-Normetanephrine	hmdb
dl-Normetanephrine	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	8.44 g/L	ALOGPS
logP	-0.71	ALOGPS
logP	-0.39	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	9.99	ChemAxon
pKa (Strongest Basic)	9.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	75.71 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.94 m³·mol⁻¹	ChemAxon
Polarizability	19.07 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

Chemical Formula

C9H13NO3

IUPAC name

4-(2-amino-1-hydroxyethyl)-2-methoxyphenol

InChI Identifier

InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3

InChI Key

YNYAYWLBAHXHLL-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC(=CC=C1O)C(O)CN

Average Molecular Weight

183.2044

Monoisotopic Molecular Weight

183.089543287

Classification

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Secondary alcohol
1,2-aminoalcohol
Ether
Primary amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Alcohol
Aromatic alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a guaiacol (CPD-11875 )

Ontology

Physiological effect

Health effect:

Health condition:

Amphetamine psychosis

Disposition

Source:

Endogenous

Biological location:

Cell and elements:

Element:

Platelet

Organ and components:

Brain

Endocrine gland:

Adrenal gland

Subcellular:

Cytoplasm

Biofluid and excreta:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Normetanephrine, 4 TMS, GC-MS Spectrum	splash10-00di-2920000000-906a2c3ec3c929834c7b	Spectrum
GC-MS	Normetanephrine, non-derivatized, GC-MS Spectrum	splash10-00di-2920000000-906a2c3ec3c929834c7b	Spectrum
Predicted GC-MS	Normetanephrine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9600000000-df1660d54bc99d55b9bb	Spectrum
Predicted GC-MS	Normetanephrine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-1900000000-f8b939907bf23331b83f	Spectrum
Predicted GC-MS	Normetanephrine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Normetanephrine, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-014i-0900000000-cb28fbf84eae6ad4628e	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-05e9-4900000000-65aa73bd819270237f34	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-004i-9200000000-de463de74a0d6a9bfdb1	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9200000000-efafce5afe4a7c15067b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-05ai-1900000000-93cae41cf9bbc8fb06fa	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-4f226dd2298708c36b4d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0h3s-5900000000-7420f0a05449387c69eb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-fa66b6a75bb70a6e11cb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-05ai-1900000000-7eaa1d030beaeae5118f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0002-0900000000-c2a7cb2d1889ec69b26a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9300000000-98a0488cc1211d99fa57	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-9997c3e9112e4558aa63	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-006t-0900000000-bd5a22c7a438d15be4bc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-7900000000-863bf83793f05b65058a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0002-0900000000-2a2538378e0bbcaed15f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0002-0900000000-4414d75b49a2cc82bdb6	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0159-0900000000-b19888f59670d542cc35	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-0900000000-26872ea42b5102a407ff	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fdt-4900000000-2416e3adcd40b107923d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-f95a5de2b99b6807a9ae	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gx0-0900000000-e2ba422610b39356fe57	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ab9-3900000000-f9f0aaa8b3c0fcfee29a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-ec4dd90d9b4a388fca9c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-2900000000-f0ee1c53996f65eaa5cc	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zgi-9300000000-91b1e27073d44d8f5025	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum