Livestock Metabolome Database: Showing metabocard for Methyl jasmonate (LMDB01074)

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

Record Information

Version

1.0

Creation Date

2016-08-06 17:30:07 UTC

Update Date

2016-08-06 20:11:03 UTC

Lmdb

LMDB01074

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl jasmonate

Description

Methyl jasmonate belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Based on a literature review a significant number of articles have been published on Methyl jasmonate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-oxo-2-(2-Pentenyl)cyclopentaneacetic acid methyl ester	ChEBI
Methyl (-)-jasmonate	ChEBI
(-)-Methyl jasmonate	Kegg
3-oxo-2-(2-Pentenyl)cyclopentaneacetate methyl ester	Generator
Methyl (-)-jasmonic acid	Generator
(-)-Methyl jasmonic acid	Generator
Methyl jasmonic acid	Generator
(-)-Jasmonic acid methyl ester	HMDB
(3R,7R)-Methyl jasmonate	HMDB
FEMA 3410	HMDB
Jasmonic acid methyl ester	HMDB
Methyl (2-pent-2-enyl-3-oxo-1-cyclopentyl)acetate	HMDB
Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate	HMDB
Methyl cis-jasmonate	HMDB
Z-Methyl jasmonoate	HMDB
Methyl epijasmonate	MeSH, HMDB

Chemical Formula

C₁₃H₂₀O₃

Average Molecular Weight

224.3

Monoisotopic Molecular Weight

224.141244504

IUPAC Name

methyl 2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]acetate

Traditional Name

(-)-methyl jasmonate

CAS Registry Number

Not Available

SMILES

[H]\C(CC)=C(/[H])C[C@]1([H])C(=O)CC[C@@]1([H])CC(=O)OC

InChI Identifier

InChI=1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11-/m0/s1

InChI Key

GEWDNTWNSAZUDX-XXJOZFEBSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Jasmonic acids

Alternative Parents

Substituents

Jasmonic acid
Methyl ester
Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

methyl ester (CHEBI:15929 )
jasmonate ester (CHEBI:15929 )
Jasmonic acids (C11512 )
Jasmonic acids (LMFA02020010 )

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	2.62	ALOGPS
logP	2.56	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.33 m³·mol⁻¹	ChemAxon
Polarizability	25.03 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 (Non-derivatized)	splash10-0036-6900000000-e2a3f1c368618b3e5f44	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aos-6900000000-0277b3467bce13283ff1	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-00di-1190000000-943fc4cad10af285a2be	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-002b-6910000000-b3add72153d54084414b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-002b-6910000000-b3add72153d54084414b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-002b-6910000000-f1bcd33a3f20473d55ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004l-1950000000-3c4a847eb81b54960c7b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05rr-9710000000-500c8cdfcf8ef9dc46d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f9x-9100000000-6ebb500b1e7a59d8c7e8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0490000000-c565f5ccca764f993aa0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-4980000000-9c08c7091ed7d3a39d47	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-8900000000-0e54fbfd7224fd3d6d2f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-8090000000-33319c51557d092716f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-9210000000-740f7074694405f5de2c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-25e9eab4222f102fe057	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0kea-2940000000-29e9828c7230abaacf6b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053s-6900000000-04d6ddc8ffb62ec14cd6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-057l-9100000000-f913cbf151b98b42e7a8	Spectrum