Showing Compound Dihydrojasmonic acid (FDB011689)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:46 UTC

Update date

2019-11-26 03:05:16 UTC

Primary ID

FDB011689

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dihydrojasmonic acid

Description

Dihydrojasmonic acid, also known as 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 Dihydrojasmonic acid.

CAS Number

98674-52-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Dihydrojasmonate	Generator
(-)-9,10-Dihydrojasmonic acid	HMDB
(-)-Dihydrojasmonic acid	HMDB
2-[(1R,2R)-3-oxo-2-Pentylcyclopentyl]acetic acid	HMDB
3-oxo-2-Pentyl-(1R-trans)-cyclopentaneacetic acid	HMDB
9,10-Dihydrojasmonic acid	HMDB
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9ci)	HMDB
[(1R,2R)-3-oxo-2-Pentylcyclopentyl]acetic acid	HMDB
2-(3-oxo-2-Pentylcyclopentyl)acetate	Generator
(-)-9,10-dihydrojasmonic acid	biospider
(-)-dihydrojasmonic acid	biospider
[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid	biospider
2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid	biospider
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R-trans)-	biospider
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9CI)	biospider
Dihydrojasmonic acid	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.51 g/L	ALOGPS
logP	2.67	ALOGPS
logP	2.78	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	57.44 m³·mol⁻¹	ChemAxon
Polarizability	24.08 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

C12H20O3

IUPAC name

2-(3-oxo-2-pentylcyclopentyl)acetic acid

InChI Identifier

InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h9-10H,2-8H2,1H3,(H,14,15)

InChI Key

PQEYTAGBXNEUQL-UHFFFAOYSA-N

Isomeric SMILES

CCCCCC1C(CC(O)=O)CCC1=O

Average Molecular Weight

212.2854

Monoisotopic Molecular Weight

212.141244506

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
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
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:

Animal

Plant:

Biological location:

Biofluid and excreta:

Urine

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

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 67.89%; H 9.50%; O 22.61%	DFC
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	[a]22D -28.3 (c, 0.1 in MeOH)	DFC
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	Dihydrojasmonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a59-9600000000-a963304d4e038fcd9c1b	Spectrum
Predicted GC-MS	Dihydrojasmonic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0609-9330000000-5ce665ebe4299971835c	Spectrum
Predicted GC-MS	Dihydrojasmonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0uxr-0900000000-b303cae9ee8e5d7bd0da	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0uxr-0900000000-914f9c7a0975ead91646	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-00di-0910000000-a2ea5ad50a81fdc7d4db	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-00di-0910000000-e33f64ee8b0ce2d8accb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-05fs-1920000000-1f46edcb69535fd6f256	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-05fs-1920000000-b530d5c2d414d7916042	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-1940000000-5d011658ee98c357edb8	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-067i-9800000000-d3f3210ced953edfb6d4	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0536-9100000000-0b0112539d956b87844d	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03xr-0690000000-dc3c55ff0fb30649e35d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xr-2950000000-dd87add970fc731fde5a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9400000000-f10c1bc6eebbf980f38f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9030000000-cfb8da3c820cc54d289b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9010000000-3f9321826bd41457eaf5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-f55beeb2372735360ed4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01r2-3920000000-d1ed5586cd10e74a6ad7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ow-7910000000-ac1c943f0451806690cb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053u-9000000000-162f85e6038957a18c05	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

96397

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

107126

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33601

CRC / DFC (Dictionary of Food Compounds) ID

KCT55-C:GYD24-W

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00000225

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

MTL36-U:GYD24-W

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

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Showing Compound Dihydrojasmonic acid (FDB011689)

Structure for FDB011689 (Dihydrojasmonic acid)