ChemFOnt: Showing chemical card for 5-Acetyl-2,3-dihydro-1H-pyrrolizine (CFc000020943)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:12:34 UTC

Chemfont ID

CFc000020943

Molecule Identification

Common Name

5-Acetyl-2,3-dihydro-1H-pyrrolizine

Definition

5-Acetyl-2,3-dihydro-1H-pyrrolizine is found in alcoholic beverages. Proline-derived Maillard product. 5-Acetyl-2,3-dihydro-1H-pyrrolizine is a constituent of popcorn, beer and cooked asparagus aroma.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(2,3-dihydro-1H-Pyrrolizin-5-yl)ethanone, 9ci	HMDB
5-Acetyl-2,3-1H-pyrrolizine	HMDB
5-Acetyl-2,3-dihydro-lH-pyrrolizine	HMDB

Chemical Formula

C₉H₁₁NO

Average Molecular Weight

149.1897

Monoisotopic Molecular Weight

149.084063979

IUPAC Name

1-(2,3-dihydro-1H-pyrrolizin-5-yl)ethan-1-one

Traditional Name

1-(6,7-dihydro-5H-pyrrolizin-3-yl)ethanone

CAS Registry Number

55041-85-5

SMILES

CC(=O)C1=CC=C2CCCN12

InChI Identifier

InChI=1S/C9H11NO/c1-7(11)9-5-4-8-3-2-6-10(8)9/h4-5H,2-3,6H2,1H3

InChI Key

NWSCEJHRUVCUSX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
Aryl ketone
Aryl alkyl ketone
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Ketone
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Organoleptic effect

Odor

Medicine

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040051)
Cytoplasm (HMDB: HMDB0040051)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040051)

Source

Exogenous

Exogenous (HMDB: HMDB0040051)

Food

Food (HMDB: HMDB0040051)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0040051)
Poaceae (HMDB: HMDB0040051)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040051)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.22 g/L	ALOGPS
logP	1.25	ALOGPS
logP	1	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	16.75	ChemAxon
pKa (Strongest Basic)	-7.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	43.94 m³·mol⁻¹	ChemAxon
Polarizability	16.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040051

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019738

KNApSAcK ID

Not Available

Chemspider ID

459025

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

526559

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Acetyl-2,3-dihydro-1H-pyrrolizine (CFc000020943)

MOL for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

3D MOL for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

3D SDF for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

3D-SDF for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

PDB for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

3D PDB for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

SMILES for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

INCHI for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

Structure for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)

3D Structure for CFc000020943 (5-Acetyl-2,3-dihydro-1H-pyrrolizine)