ChemFOnt: Showing chemical card for 1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one (CFc000332936)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:33 UTC

Chemfont ID

CFc000332936

Molecule Identification

Common Name

1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one

Definition

1,2-campholide is a member of the class of compounds known as lactones. Lactones are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Thus, 1,2-campholide is considered to be an isoprenoid lipid molecule. 1,2-campholide is slightly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 1,2-campholide can be found in herbs and spices, which makes 1,2-campholide a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.2328

Monoisotopic Molecular Weight

168.115029756

IUPAC Name

1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one

Traditional Name

1,2-campholide

CAS Registry Number

1126-91-6

SMILES

CC1(C)C2CCC1(C)OC(=O)C2

InChI Identifier

InChI=1S/C10H16O2/c1-9(2)7-4-5-10(9,3)12-8(11)6-7/h7H,4-6H2,1-3H3

InChI Key

AXRMSBLBSHJLGO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Delta valerolactone
Delta_valerolactone
Oxepane
Oxane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

delta-lactone (CHEBI:488 )
Bicyclic monoterpenoids (C02108 )
Bicyclic monoterpenoids (LMPR0102120043 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037821)
Cell membrane (HMDB: HMDB0037821)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037821)

Source

Exogenous

Exogenous (HMDB: HMDB0037821)

Food

Food (HMDB: HMDB0037821)

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Endogenous

Plant

Plant (HMDB: HMDB0037821)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0037821)

Biological role

Nutrient (HMDB: HMDB0037821)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.04 g/L	ALOGPS
logP	2.7	ALOGPS
logP	1.94	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-7.1	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	0	ChemAxon
Refractivity	45.51 m³·mol⁻¹	ChemAxon
Polarizability	18.52 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