AFCDB: 1-Propanol (FDB008280)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:00 UTC

Update date

2020-09-17 15:35:54 UTC

Primary ID

FDB008280

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1-Propanol

Description

Propanol, 1-propanol or propyl alcohol, also known as ethylcarbinol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Propyl alcohol is a colorless liquid that has a mild, alcohol-like odor. It is miscible in water. 1-propanol is an isomer of 2-propanol. Propyl alcohol exists in all eukaryotes, ranging from yeast to plants to humans. It is formed naturally in small amounts during many fermentation processes. For instance, 1-propanol is a major constituent of fusel oil, a by-product formed from certain amino acids when potatoes or grains are fermented to produce ethanol. Propyl alcohol can be found in small amounts in a number of food items such as cashew nuts, chinese mustard, greenthread tea, and chayote. In humans, propyl alcohol can be found primarily in blood, feces, and saliva, as well as in human fibroblasts tissue. Industrially propyl alcohol is used as a solvent in the pharmaceutical industry, mainly for resins and cellulose esters. 1-propanol exhibits low acute toxicity via dermal, inhalation, and oral routes of exposure; it is not very irritating to the skin and dermal absorption is expected to be slow. 1-propanol is readily metabolized by alcohol dehydrogenase to propionic acid, and has no evidence of carcinogenicity or mutagenicity. 1-propanol has a high octane number and it is suitable for engine fuel usage.

CAS Number

71-23-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	391 g/L	ALOGPS
logP	0.21	ALOGPS
logP	0.36	ChemAxon
logS	0.81	ALOGPS
pKa (Strongest Acidic)	16.85	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	17.53 m³·mol⁻¹	ChemAxon
Polarizability	7.23 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

Chemical Formula

C3H8O

IUPAC name

propan-1-ol

InChI Identifier

InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3

InChI Key

BDERNNFJNOPAEC-UHFFFAOYSA-N

Isomeric SMILES

CCCO

Average Molecular Weight

60.095

Monoisotopic Molecular Weight

60.057514878

Classification

Description

Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Primary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

propan-1-ols (CHEBI:28831 )
Fatty alcohols (LMFA05000101 )
a primary alcohol (PROPANOL )
a short-chain alcohol (PROPANOL )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 59.96%; H 13.42%; O 26.62%	DFC
Melting Point	Mp -127°	DFC
Boiling Point	Bp 97.4°	DFC
Experimental Water Solubility	1000 mg/mL at 25 oC	RIDDICK,JA et al. (1986)
Experimental logP	0.25	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 16.1 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d254 0.8	DFC
Refractive Index	n20D 1.3850	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-001i-9000000000-cdf3b05a292d7d658a6f	2015-03-01	View Spectrum
GC-MS	1-Propanol, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-b16d56b3c4fc95e00c56	Spectrum
GC-MS	1-Propanol, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-425940a0b79c32c50c90	Spectrum
GC-MS	1-Propanol, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-6013791cdd19a27be85c	Spectrum
GC-MS	1-Propanol, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-b16d56b3c4fc95e00c56	Spectrum
GC-MS	1-Propanol, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-425940a0b79c32c50c90	Spectrum
GC-MS	1-Propanol, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-6013791cdd19a27be85c	Spectrum
Predicted GC-MS	1-Propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01u3-9000000000-a356816d910101b714f8	Spectrum
Predicted GC-MS	1-Propanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0100-9300000000-b1bb388b3a8da1a92913	Spectrum
Predicted GC-MS	1-Propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1-Propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1-Propanol, TBDMS_1_1, 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)	splash10-03di-9000000000-8e60a750ac016bf5f9f7	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03dl-9000000000-17658e49fed270452ed4	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-03dl-9000000000-10c2ef6f2c375973e1a9	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-001i-9000000000-b16d56b3c4fc95e00c56	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-001i-9000000000-16b5a3548bcbe12e38bb	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-001i-9000000000-6013791cdd19a27be85c	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-9000000000-06ef5e8e7805851d0737	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-03159cae015c86b655e0	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-db45d3e7d2ae1653f76e	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-9517aa42fced76eff1d2	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-f78c10cac4b60ad41988	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-fb6c8a2550ff427023d8	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-28b1a4f33a69b25b3b12	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-f9165cc110614db9d933	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-979f46be2c381869e59a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-5381c9dfee7dd1735ffd	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-5381c9dfee7dd1735ffd	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-2e1a81e7a0d31ddc562c	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 500 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

28831

Phenol-Explorer ID

Not Available

DrugBank ID

DB03175

HMDB ID

HMDB00820

CRC / DFC (Dictionary of Food Compounds) ID

DFP00-K:DFP00-K

EAFUS ID

3190

Dr. Duke ID

N-PROPANOL|PROPANOL|PROPYL-ALCOHOL|PROPAN-1-OL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

POL

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Serum paraoxonase/lactonase 3	PON3	Q15166
Serum paraoxonase/arylesterase 1	PON1	P27169
Serum paraoxonase/arylesterase 2	PON2	Q15165
Lysosomal acid phosphatase	ACP2	P11117
Sulfotransferase family cytosolic 2B member 1	SULT2B1	O00204
Alcohol dehydrogenase [NADP(+)]	AKR1A1	P14550
Beta-glucuronidase	GUSB	P08236
Plasma alpha-L-fucosidase	FUCA2	Q9BTY2
Lecithin retinol acyltransferase	LRAT	O95237
Nuclear receptor subfamily 1 group I member 3	NR1I3	Q14994
Fatty acyl-CoA reductase 2	FAR2	Q96K12
Acyl-CoA wax alcohol acyltransferase 2	AWAT2	Q6E213
Testicular acid phosphatase	ACPT	Q9BZG2
Carboxylesterase 5A	CES5A	Q6NT32
Acid phosphatase-like protein 2	ACPL2	Q8TE99
Synaptic vesicle membrane protein VAT-1 homolog-like	VAT1L	Q9HCJ6
Quinone oxidoreductase PIG3	TP53I3	Q53FA7
Synaptic vesicle membrane protein VAT-1 homolog	VAT1	Q99536
Lysozyme C	LYZ	P61626

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
alcohol	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
pungent	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
peanut	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
alcoholic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fermented	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fusel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

1-Propanol (FDB008280)

Structure for FDB008280 (1-Propanol)