Livestock Metabolome Database: Showing metabocard for Methyl-1-methyl-1,2,5,6-tetrahydro-3-pyridincarboxylat (LMDB01094)

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

Record Information

Version

1.0

Creation Date

2016-08-09 17:40:21 UTC

Update Date

2016-08-09 21:34:19 UTC

Lmdb

LMDB01094

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl-1-methyl-1,2,5,6-tetrahydro-3-pyridincarboxylat

Description

Arecoline, also known as arekolin or methylarecaiden, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Arecoline 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 significant number of articles have been published on Arecoline.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Arecaidine methyl ester	ChEBI
Arecaline	ChEBI
Arecholine	ChEBI
Arekolin	ChEBI
Methylarecaiden	ChEBI
Methylarecaidin	ChEBI
1,2,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester	HMDB
Arecholin	HMDB
Arecolin	HMDB
Arecoline base	HMDB
Arecoline hydrobromide	HMDB
Methyl 1,2,5, 6-tetrahydro-1-methylnicotinate	HMDB
Methyl 1,2,5,6-tetrahydro-1-methylnicotinate	HMDB
Methyl 1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate	HMDB
Methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate	HMDB
Methyl 1-methyl-5,6-dihydro-2H-pyridine-3-carboxylate	HMDB
Methyl N-methyl-1,2,5, 6-tetrahydronicotinate	HMDB
Methyl N-methyl-1,2,5,6-tetrahydronicotinate	HMDB
Methyl N-methyltetrahydronicotinate	HMDB
N-Methyl-beta -carboxylic acid methyl ester	HMDB
N-Methyltetrahydronicotinic acid, methyl ester	HMDB
Nicotinic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester	HMDB

Chemical Formula

C₈H₁₃NO₂

Average Molecular Weight

155.1943

Monoisotopic Molecular Weight

155.094628665

IUPAC Name

methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate

Traditional Name

arecoline

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CCCN(C)C1

InChI Identifier

InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3

InChI Key

HJJPJSXJAXAIPN-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Alkaloid or derivatives
Hydropyridine
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

methyl ester (CHEBI:2814 )
enoate ester (CHEBI:2814 )
tetrahydropyridine (CHEBI:2814 )
pyridine alkaloid (CHEBI:2814 )
Pyridine alkaloids (C10129 )

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	0.55	ALOGPS
logP	0.65	ChemAxon
logS	0.46	ALOGPS
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	43.86 m³·mol⁻¹	ChemAxon
Polarizability	17.1 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-006w-9400000000-98b26a9d2867d710059e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-13bcb3825f7244e9bfd3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-5900000000-4c54ca467a6647c61870	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00rw-9000000000-ff7785df405dc6c7b136	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-1de11420c61028c65308	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1900000000-ff4ff3298d65bc8e1a2b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fu-9300000000-f368ae9f151a5d63114c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-938088a337b250c4c45d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fdk-7900000000-eacff4cd88f94b61cec0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5c-9000000000-39cbbf9119989e64dd6e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-2900000000-9d51360c21b50a4980fc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fs-8900000000-84101b2b84e59517def6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-9100000000-330ea72f81622bbe2ec1	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9400000000-c2ac70d939302e3f979b	Spectrum