Showing Compound Methyl dihydrojasmonate (FDB008409)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:04 UTC

Update date

2019-11-26 03:02:35 UTC

Primary ID

FDB008409

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl dihydrojasmonate

Description

Methyl dihydrojasmonate 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 small amount of articles have been published on Methyl dihydrojasmonate.

CAS Number

24851-98-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Methyl dihydrojasmonic acid	Generator
(-)-Methyl dihydrojasmonate	HMDB
(1R,2R)-Methyl dihydrojasmonate	HMDB
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester	HMDB
Dihydrojasmonic acid methyl ester	HMDB
FEMA 3408	HMDB
Hedione	HMDB
Kharismal	HMDB
Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate	HMDB
Methyl (2-pentyl-3-oxocyclopentyl)acetate	HMDB
Methyl (3-oxo-2-pentylcyclopentyl)acetate	HMDB
Methyl 3-oxo-2-pentylcyclopentaneacetate	HMDB
Methyl hydrojasmonate	HMDB
Methyl trans-dihydrojasmonate	HMDB
trans-(-)-Hedione	HMDB
Methyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid	Generator
Methyl dihydrojasmonate	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.56	ALOGPS
logP	2.92	ChemAxon
logS	-3.3	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	7	ChemAxon
Refractivity	62.21 m³·mol⁻¹	ChemAxon
Polarizability	26.23 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

C13H22O3

IUPAC name

methyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetate

InChI Identifier

InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3/t10-,11-/m1/s1

InChI Key

KVWWIYGFBYDJQC-GHMZBOCLSA-N

Isomeric SMILES

CCCCC[C@@H]1[C@@H](CC(=O)OC)CCC1=O

Average Molecular Weight

226.312

Monoisotopic Molecular Weight

226.15689457

Classification

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

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Biological location:

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Biological role:

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 68.99%; H 9.80%; O 21.21%	DFC
Melting Point	-10 oC
Boiling Point	Bp3 102-108° (Bp4 118-119°)	DFC
Experimental Water Solubility	0.28 mg/mL	CHEMICALS INSPECTION AND TESTING INSTITU (1992)
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
Predicted GC-MS	Methyl dihydrojasmonate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a5a-6900000000-3a037dc37bb2f8297aa7	Spectrum
Predicted GC-MS	Methyl dihydrojasmonate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0950000000-d91b264a1f9e1038cc00	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05qa-9710000000-6a6d3e5275fe9178747a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053l-9100000000-30bb4dd7ae78c18a4b36	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0590000000-485c2f69fcdbfe29dc24	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004l-2960000000-ca65205581ae2e0aed1b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fxy-7900000000-789ffae3c13414a1f701	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-2970000000-5a6a3885b6573f5c38a9	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-057s-8920000000-9e55f6d35e44847d4e37	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001l-9000000000-1c2a95e6f01527b3c104	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004l-9080000000-732b5977d17ab527c0e2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9110000000-19da6009553588ebb1b4	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9700000000-f3e2a11570c24a600db5	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

92919

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

102861

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31740

CRC / DFC (Dictionary of Food Compounds) ID

KCT55-C:DHQ89-K

EAFUS ID

2310

Dr. Duke ID

METHYL-TRANS-DIHYDROJASMONATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1015271

SuperScent ID

Not Available

Wikipedia ID

Methyl_dihydrojasmonate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

MTL36-U:DHQ89-K

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lactonic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
natural	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.