Cannabis Compound Database: Showing Compound Card for Propanal (CDB000663)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (2) Show 3 proteins XML

Record Information

Version

1.0

Created at

2020-03-19 00:49:47 UTC

Updated at

2020-12-07 19:07:38 UTC

CannabisDB ID

CDB000663

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Propanal

Description

Propanal, also known as propionaldehyde, belongs to the class of organic compounds known as aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organic group. In organic chemistry, propanal or propionaldehyde is the aldehyde of the 3-carbon propyl group. It has a chemical formula of CH3CH2CHO and is a structural isomer of propanone. It is a colourless liquid with a slightly irritating, fruity odour, at room temperature. Researchers have recently discovered two new interstellar molecules one of which is propanal. It was located within the Milky Way Galaxy inside an interstellar cloud known as Sagittarius B2. Propanal is used as a flavouring agent. It has been isolated from various plant sources, such as hops, banana, sweet or sour cherry, blackcurrants, melon, pineapple, bread, chesses, coffee, cooked rice and strawberry or apple aroma. Propanal has also been reported to be a volatile component of cannabis plants (PMID: 26657499 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Propanal	ChEBI
Aldehyde propionique	ChEBI
C2H5CHO	ChEBI
Methylacetaldehyde	ChEBI
N-Propanal	ChEBI
N-Propionaldehyde	ChEBI
Propaldehyde	ChEBI
Propanaldehyde	ChEBI
Propional	ChEBI
Propionaldehyde	ChEBI
Propionic aldehyde	ChEBI
Propyl aldehyde	ChEBI
Propylaldehyde	ChEBI
Propylic aldehyde	ChEBI
1-Propanone	HMDB
Propanalaldehyde	HMDB
Proprionaldehyde	HMDB
Propionaldehyde, 1-14C-labeled	HMDB
Propionaldehyde, 2-14C-labeled	HMDB

Chemical Formula

C₃H₆O

Average Molecular Weight

58.08

Monoisotopic Molecular Weight

58.0419

IUPAC Name

propanal

Traditional Name

propionaldehyde

CAS Registry Number

123-38-6

SMILES

CCC=O

InChI Identifier

InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3

InChI Key

NBBJYMSMWIIQGU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents

Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-CH2-containing aldehyde (CHEBI:17153 )
propanals (CHEBI:17153 )
an <i>n</i>-alkanal (CPD-665 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Biofluid and excreta:

Source:

Biological:

Animal

Plant:

Role

Industrial application:

Food and nutrition:

Flavoring agent

Environmental role:

Hazardous air pollutant

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-80 °C	Not Available
Boiling Point	46 to 50 °C	Wikipedia
Water Solubility	306 mg/mL at 25 °C	Not Available
logP	0.59	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	0.31	ALOGPS
logP	0.32	ChemAxon
logS	0.4	ALOGPS
pKa (Strongest Acidic)	17.32	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	16.35 m³·mol⁻¹	ChemAxon
Polarizability	6.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-056r-9000000000-666a0ffacd21addbc612	2015-03-01	View Spectrum
GC-MS	Propanal, non-derivatized, GC-MS Spectrum	splash10-057i-9000000000-8f67579ff6f9ff36070f	Spectrum
GC-MS	Propanal, non-derivatized, GC-MS Spectrum	splash10-057i-9000000000-8f67579ff6f9ff36070f	Spectrum
Predicted GC-MS	Propanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-9000000000-dd28a1a5691e42b98944	Spectrum
Predicted GC-MS	Propanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-9000000000-addcd7ef3249da0c3006	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052f-9000000000-b7cab81070aff00497c6	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0a4l-9000000000-e9e60e8897ba5a8e14ee	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-057i-9000000000-52017f5345efcb7c9e18	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-971c212b11d2cbddac7d	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-86839cd4133b824334ac	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-2bde2476aa46442e7250	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-4a423491df240f1b6594	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-bcb4e63c226b3b43a90d	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052o-9000000000-b8b5099c348f5e885f6e	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-6e3379842f4da69e8e2b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-6e3379842f4da69e8e2b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-214db2e33bae0f659690	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-cd36cdb80b20021fec3b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-9000000000-ea4dc2c9ba22fa57f265	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-84b5273da6b73dbe78de	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Carbonyl reductase [NADPH] 1	CBR1	21q22.13	P16152	details
Retinal dehydrogenase 2	ALDH1A2	15q21.3	O94788	details

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Retinal dehydrogenase 2	ALDH1A2	15q21.3	O94788	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0003366

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012083

KNApSAcK ID

Not Available

Chemspider ID

512

KEGG Compound ID

C00479

BioCyc ID

CPD-665

BiGG ID

Not Available

Wikipedia Link

Propanal

METLIN ID

6906

PubChem Compound

527

PDB ID

Not Available

ChEBI ID

17153

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Enzymes

Enzyme Details

1. Carbonyl reductase [NADPH] 1

General function:: Involved in oxidoreductase activity
Specific function:: NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular weight:: 30374.73

Enzyme Details

2. Retinal dehydrogenase 2

General function:: Involved in oxidoreductase activity
Specific function:: Recognizes as substrates free retinal and cellular retinol-binding protein-bound retinal. Does metabolize octanal and decanal but does not metabolize citral, benzaldehyde, acetaldehyde and propanal efficiently (By similarity).
Gene Name:: ALDH1A2
Uniprot ID:: O94788
Molecular weight:: 54672.24

Showing Compound Card for Propanal (CDB000663)

Structure for CDB000663 (Propanal)

Enzymes