ChemFOnt: Showing chemical card for (+)-beta-Fenchyl acetate (CFc000283297)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:26 UTC

Chemfont ID

CFc000283297

Molecule Identification

Common Name

(+)-beta-Fenchyl acetate

Definition

(+)-beta-fenchyl acetate, also known as (+)-beta-fenchyl acetic acid, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other (+)-beta-fenchyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-beta-fenchyl acetate can be found in fennel, which makes (+)-beta-fenchyl acetate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R,2S,4S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-yl acetic acid	Generator
(+)-b-Fenchyl acetate	Generator
(+)-b-Fenchyl acetic acid	Generator
(+)-beta-Fenchyl acetic acid	Generator
(+)-Β-fenchyl acetate	Generator
(+)-Β-fenchyl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

(1R,2S,4S)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl acetate

Traditional Name

(1R,2S,4S)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl acetate

CAS Registry Number

None

SMILES

CC(=O)O[C@H]1[C@]2(C)CC[C@@H](C2)C1(C)C

InChI Identifier

InChI=1S/C12H20O2/c1-8(13)14-10-11(2,3)9-5-6-12(10,4)7-9/h9-10H,5-7H2,1-4H3/t9-,10+,12+/m0/s1

InChI Key

JUWUWIGZUVEFQB-HOSYDEDBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Fenchane monoterpenoid
Bicyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
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

Not Available

Exogenous (HMDB: HMDB0303781)

Food

Herb and spice

Herb

Fennel (FooDB: FOOD00082)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.074 g/L	ALOGPS
logP	3.42	ALOGPS
logP	2.59	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.31 m³·mol⁻¹	ChemAxon
Polarizability	22.48 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

HMDB0303781

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021669

KNApSAcK ID

Not Available

Chemspider ID

5848866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7530874

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (+)-beta-Fenchyl acetate (CFc000283297)

MOL for CFc000283297 ((+)-beta-Fenchyl acetate)

3D MOL for CFc000283297 ((+)-beta-Fenchyl acetate)

3D SDF for CFc000283297 ((+)-beta-Fenchyl acetate)

3D-SDF for CFc000283297 ((+)-beta-Fenchyl acetate)

PDB for CFc000283297 ((+)-beta-Fenchyl acetate)

3D PDB for CFc000283297 ((+)-beta-Fenchyl acetate)

SMILES for CFc000283297 ((+)-beta-Fenchyl acetate)

INCHI for CFc000283297 ((+)-beta-Fenchyl acetate)

Structure for CFc000283297 ((+)-beta-Fenchyl acetate)

3D Structure for CFc000283297 ((+)-beta-Fenchyl acetate)