ChemFOnt: Showing chemical card for 1-O-Acetyl britannilactone (CFc000223510)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:45:13 UTC

Chemfont ID

CFc000223510

Molecule Identification

Common Name

1-O-Acetyl britannilactone

Definition

4-(4-hydroxy-6-methyl-3-methylidene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl)pentyl acetate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on 4-(4-hydroxy-6-methyl-3-methylidene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl)pentyl acetate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-(4-Hydroxy-6-methyl-3-methylidene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl)pentyl acetic acid	Generator
Inulicin	MeSH

Chemical Formula

C₁₇H₂₄O₅

Average Molecular Weight

308.374

Monoisotopic Molecular Weight

308.162373873

IUPAC Name

4-(4-hydroxy-6-methyl-3-methylidene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl)pentyl acetate

Traditional Name

4-(4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl)pentyl acetate

CAS Registry Number

Not Available

SMILES

CC(CCCOC(C)=O)C1=C(C)CC2OC(=O)C(=C)C2C1O

InChI Identifier

InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3

InChI Key

QKUFZFLZBUSEHN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Benzofuran
Dicarboxylic acid or derivatives
Gamma butyrolactone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	0.34 g/L	ALOGPS
logP	2.15	ALOGPS
logP	1.68	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.43 m³·mol⁻¹	ChemAxon
Polarizability	33.26 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25018668

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-O-Acetyl britannilactone (CFc000223510)

MOL for CFc000223510 (1-O-Acetyl britannilactone)

3D MOL for CFc000223510 (1-O-Acetyl britannilactone)

3D SDF for CFc000223510 (1-O-Acetyl britannilactone)

3D-SDF for CFc000223510 (1-O-Acetyl britannilactone)

PDB for CFc000223510 (1-O-Acetyl britannilactone)

3D PDB for CFc000223510 (1-O-Acetyl britannilactone)

SMILES for CFc000223510 (1-O-Acetyl britannilactone)

INCHI for CFc000223510 (1-O-Acetyl britannilactone)

Structure for CFc000223510 (1-O-Acetyl britannilactone)

3D Structure for CFc000223510 (1-O-Acetyl britannilactone)