ChemFOnt: Showing chemical card for 3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid (CFc000018484)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:58 UTC

Chemfont ID

CFc000018484

Molecule Identification

Common Name

3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid

Definition

3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid is a constituent of Artemisia vulgaris (mugwort).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-oxo-1,4,11(13)-Eudesmatrien-12-Oate	Generator
2-(4a,8-Dimethyl-7-oxo-1,2,3,4,4a,7-hexahydronaphthalen-2-yl)prop-2-enoate	HMDB

Chemical Formula

C₁₅H₁₈O₃

Average Molecular Weight

246.3016

Monoisotopic Molecular Weight

246.125594442

IUPAC Name

2-(4a,8-dimethyl-7-oxo-1,2,3,4,4a,7-hexahydronaphthalen-2-yl)prop-2-enoic acid

Traditional Name

2-(4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)prop-2-enoic acid

CAS Registry Number

135594-80-8

SMILES

CC1=C2CC(CCC2(C)C=CC1=O)C(=C)C(O)=O

InChI Identifier

InChI=1S/C15H18O3/c1-9(14(17)18)11-4-6-15(3)7-5-13(16)10(2)12(15)8-11/h5,7,11H,1,4,6,8H2,2-3H3,(H,17,18)

InChI Key

FPCQVGOUFYTXFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037558)

Source

Endogenous

Endogenous (HMDB: HMDB0037558)

Animal

Animal (HMDB: HMDB0037558)

Exogenous

Food

Food (HMDB: HMDB0037558)

Exogenous (HMDB: HMDB0037558)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037558)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037558)

Lipid metabolism pathway (HMDB: HMDB0037558)

Cellular process

Cell signaling (HMDB: HMDB0037558)

Biochemical process

Lipid transport (HMDB: HMDB0037558)

Role

Biological role

Energy source (HMDB: HMDB0037558)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037558)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.8	ALOGPS
logP	3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.72	ChemAxon
pKa (Strongest Basic)	-5	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	2	ChemAxon
Refractivity	70.69 m³·mol⁻¹	ChemAxon
Polarizability	26.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037558

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016640

KNApSAcK ID

C00057035

Chemspider ID

35014431

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14864220

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid (CFc000018484)

MOL for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

3D MOL for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

3D SDF for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

3D-SDF for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

PDB for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

3D PDB for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

SMILES for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

INCHI for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

Structure for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)

3D Structure for CFc000018484 (3-Oxo-1,4,11(13)-eudesmatrien-12-oic acid)