Cannabis Compound Database: Showing Compound Card for Pentanal (CDB006147)

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Record Information

Version

1.0

Created at

2020-03-18 23:21:42 UTC

Updated at

2020-12-07 19:06:55 UTC

CannabisDB ID

CDB006147

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Pentanal

Description

Pentanal, also known as amyl aldehyde or N-valeraldehyde, 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 any organic group. Pentanal is considered to be a fatty aldehyde lipid molecule. These are compounds containing more than one aldehyde group. Pentanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It is found in a number of plant-based foods including olive oil and several essential oils. It is also present in Bantu beer, plum brandy, cardamom, coriander leaf, rice, Bourbon vanilla, clary sage, cooked shrimps, scallops, apple, banana, sweet cherry, blackcurrant, black walnuts, carrots and in a lower concentration in corns, tortilla, and safflowers. Pentanal has also been detected, but not quantified in, evergreen blackberries, soybeans, and green beans. This could make pentanal a potential biomarker for the consumption of these foods.. Pentanal is an almond, berry, and bready tasting compound and is widely used in flavorings. Its aroma is described as fermented, bready, fruity, nutty, berry. Industrially, pentanal is used in resin production and as a rubber polymerization accelerator. Pentanal is produced in human tissues and cells through lipid peroxidation. Pentanal potentially inhibits tubulin polymerization. In particular, it has been shown that purified tubulin incubated with pentanal exhibits a tubulin-aldehyde interaction affecting its polymerization reaction and the colchicine-binding activity (PMID: 3608101 ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
Amyl aldehyde	ChEBI
Amylaldehyde	ChEBI
N-Pentanal	ChEBI
N-Valeraldehyde	ChEBI
Pentyl aldehyde	ChEBI
Valeral	ChEBI
Valeric aldehyde	ChEBI
Valeryl aldehyde	ChEBI
Valerylaldehyde	ChEBI
Valeric acid aldehyde	MeSH
1-Pentanal	HMDB
Butyl formal	HMDB
FEMA 3098	HMDB
N-C4H9CHO	HMDB
N-Valeraldehyde, 8ci	HMDB
N-Valeric aldehyde	HMDB
Pentan-1-al	HMDB
Pentanal (valeraldehyde)	HMDB
PNO	HMDB
Valeraldehyde	HMDB
Valerianic aldehyde	HMDB
Pentanal	HMDB
Pentylaldehyde	HMDB

Chemical Formula

C₅H₁₀O

Average Molecular Weight

86.13

Monoisotopic Molecular Weight

86.0732

IUPAC Name

pentanal

Traditional Name

pentanal

CAS Registry Number

110-62-3

SMILES

CCCCC=O

InChI Identifier

InChI=1S/C5H10O/c1-2-3-4-5-6/h5H,2-4H2,1H3

InChI Key

HGBOYTHUEUWSSQ-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

fatty aldehyde (CHEBI:84069 )
Fatty aldehydes (LMFA06000251 )
an <i>n</i>-alkanal (CPD-9053 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-92 °C	Not Available
Boiling Point	103 °C	Wikipedia
Water Solubility	11.7 mg/mL at 25 °C	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.41	ALOGPS
logP	1.21	ChemAxon
logS	-0.76	ALOGPS
pKa (Strongest Acidic)	17.82	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	3	ChemAxon
Refractivity	25.55 m³·mol⁻¹	ChemAxon
Polarizability	10.32 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)	splash10-0006-9000000000-3ca37ee6d82a16a989ba	2015-03-01	View Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-6a52391bbc8e88bb10e4	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-08edf93fe7097ce9a9af	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-d38a485c600fbb15d429	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-13cea7424f1412bca3ec	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-6a52391bbc8e88bb10e4	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-08edf93fe7097ce9a9af	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-d38a485c600fbb15d429	Spectrum
GC-MS	Pentanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-13cea7424f1412bca3ec	Spectrum
Predicted GC-MS	Pentanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056u-9000000000-a5b3b8665a31c25b1475	Spectrum
Predicted GC-MS	Pentanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-8b7344c7bb26ecc4d524	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kr-9000000000-3f0a7eddb8d60db6029f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a27f3d794338e00ba0a5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-0a8c294dd171ec6d8a82	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-2cef0795db8e00121e66	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-34e4b5687fc0d7b311fe	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014l-9000000000-aaa4cbd2b2a3d0125f28	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-75f96d6511ad270535a5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-d6fb3bdd4b3dc8a7b988	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-2091e44a102d8284a813	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-bb21eb5db1f5a35280ca	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-72385e0d73363eb7c77d	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0031206

DrugBank ID

DB01919

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003228

KNApSAcK ID

C00007400

Chemspider ID

7772

KEGG Compound ID

Not Available

BioCyc ID

CPD-9053

BiGG ID

Not Available

Wikipedia Link

Pentanal

METLIN ID

Not Available

PubChem Compound

8063

PDB ID

PTL

ChEBI ID

84069

References

General References

Miglietta A, Gabriel L, Gadoni E: Microtubular protein impairment by pentanal and hexanal. Cell Biochem Funct. 1987 Jul;5(3):189-94. doi: 10.1002/cbf.290050306. [PubMed:3608101 ]

Showing Compound Card for Pentanal (CDB006147)

Structure for CDB006147 (Pentanal)