ChemFOnt: Showing chemical card for (2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid (CFc000229414)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:56:06 UTC

Chemfont ID

CFc000229414

Molecule Identification

Common Name

(2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid

Definition

2-(3,8-dimethylazulen-5-yl)propanoic acid belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Based on a literature review very few articles have been published on 2-(3,8-dimethylazulen-5-yl)propanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(3,8-Dimethylazulen-5-yl)propanoate	Generator
Chamazulenecarboxylate	Generator

Chemical Formula

C₁₅H₁₆O₂

Average Molecular Weight

228.291

Monoisotopic Molecular Weight

228.115029755

IUPAC Name

2-(3,8-dimethylazulen-5-yl)propanoic acid

Traditional Name

2-(3,8-dimethylazulen-5-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C(O)=O)C1=CC=C(C)C2=CC=C(C)C2=C1

InChI Identifier

InChI=1S/C15H16O2/c1-9-4-6-12(11(3)15(16)17)8-14-10(2)5-7-13(9)14/h4-8,11H,1-3H3,(H,16,17)

InChI Key

VEHBLYQIKWPOQM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Azulene
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	3.69	ALOGPS
logP	4.17	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.47 m³·mol⁻¹	ChemAxon
Polarizability	25.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0249880

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8140193

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9964600

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid (CFc000229414)

MOL for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

3D MOL for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

3D SDF for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

3D-SDF for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

PDB for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

3D PDB for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

SMILES for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

INCHI for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

Structure for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)

3D Structure for CFc000229414 ((2S)-2-(3,8-Dimethylazulen-5-yl)propanoic acid)