Cannabis Compound Database: Showing Compound Card for 1-Propanol (CDB000683)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (32)transporters (1) Show 54 proteins XML

Record Information

Version

1.0

Created at

2020-03-19 00:51:01 UTC

Updated at

2020-11-18 16:35:25 UTC

CannabisDB ID

CDB000683

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common 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. 1-propanol has also been reported to be found in Cannabis oils (PMID: 6991645 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Hydroxypropane	ChEBI
1-Propanol	ChEBI
Ethyl carbinol	ChEBI
Ethylcarbinol	ChEBI
N-Propan-1-ol	ChEBI
N-Propanol	ChEBI
N-Propyl alcohol	ChEBI
N-Propylalkohol	ChEBI
Optal	ChEBI
Osmosol extra	ChEBI
Propane-1-ol	ChEBI
Propanol	ChEBI
Propanol-1	ChEBI
UN 1274	ChEBI
Propan-1-ol	Kegg
1-Propyl alcohol	HMDB
Hydroxypropane	HMDB
Propanole	HMDB
Propanolen	HMDB
Propylan-propyl alcohol	HMDB
Propylic alcohol	HMDB
1 Propanol	HMDB
Alcohol, propyl	HMDB
N Propanol	HMDB
Propyl alcohol	ChEBI

Chemical Formula

C₃H₈O

Average Molecular Weight

60.1

Monoisotopic Molecular Weight

60.0575

IUPAC Name

propan-1-ol

Traditional Name

propanol

CAS Registry Number

71-23-8

SMILES

CCCO

InChI Identifier

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

InChI Key

BDERNNFJNOPAEC-UHFFFAOYSA-N

Chemical Taxonomy

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

Disposition

Route of exposure:

Enteral:

Ingestion

Fibroblast

Biofluid and excreta:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-126.1 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000 mg/mL	Not Available
logP	0.25	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
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

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

Pathways

Name	SMPDB/Pathwhiz	KEGG
Sulfate/Sulfite Metabolism
Sulfite oxidase deficiency		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Serum paraoxonase/lactonase 3	PON3	7q21.3	Q15166	details
Serum paraoxonase/arylesterase 1	PON1	7q21.3	P27169	details
Serum paraoxonase/arylesterase 2	PON2	7q21.3	Q15165	details
Intestinal-type alkaline phosphatase	ALPI	2q37.1	P09923	details
Lysosomal acid phosphatase	ACP2	11p12-p11	P11117	details
Alkaline phosphatase, tissue-nonspecific isozyme	ALPL	1p36.12	P05186	details
Tartrate-resistant acid phosphatase type 5	ACP5	19p13.2	P13686	details
Alkaline phosphatase, placental-like	ALPPL2	2q37	P10696	details
Aldehyde dehydrogenase X, mitochondrial	ALDH1B1	9p11.1	P30837	details
Sulfotransferase family cytosolic 2B member 1	SULT2B1	19q13.3	O00204	details
Sorbitol dehydrogenase	SORD	15q15.3	Q00796	details
Alcohol dehydrogenase [NADP(+)]	AKR1A1	1p33-p32	P14550	details
Alcohol dehydrogenase 4	ADH4	4q22	P08319	details
Alcohol dehydrogenase 1B	ADH1B	4q23	P00325	details
Alcohol dehydrogenase 1A	ADH1A	4q23	P07327	details
Alcohol dehydrogenase 6	ADH6	4q23	P28332	details
Beta-glucuronidase	GUSB	7q21.11	P08236	details
Plasma alpha-L-fucosidase	FUCA2	6q24	Q9BTY2	details
Trans-2-enoyl-CoA reductase, mitochondrial	MECR	1p35.3	Q9BV79	details
Lysozyme C	LYZ	12q15	P61626	details
Lecithin retinol acyltransferase	LRAT	4q32.1	O95237	details
Nuclear receptor subfamily 1 group I member 3	NR1I3	1q23.3	Q14994	details
Zinc-binding alcohol dehydrogenase domain-containing protein 2	ZADH2	18q22.3	Q8N4Q0	details
Hydroxyacid-oxoacid transhydrogenase, mitochondrial	ADHFE1	8q13.1	Q8IWW8	details
Fatty acyl-CoA reductase 2	FAR2	12p11.22	Q96K12	details
Acyl-CoA wax alcohol acyltransferase 2	AWAT2	Xq13.1	Q6E213	details
Testicular acid phosphatase	ACPT	19q13.4	Q9BZG2	details
Carboxylesterase 5A	CES5A	16q12.2	Q6NT32	details
Acid phosphatase-like protein 2	ACPL2	3q23	Q8TE99	details
Synaptic vesicle membrane protein VAT-1 homolog-like	VAT1L	16q23.1	Q9HCJ6	details
Quinone oxidoreductase PIG3	TP53I3	2p23.3	Q53FA7	details
Synaptic vesicle membrane protein VAT-1 homolog	VAT1	17q21	Q99536	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Serum paraoxonase/arylesterase 1	PON1	7q21.3	P27169	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Serum paraoxonase/lactonase 3	PON3	7q21.3	Q15166	details
Serum paraoxonase/arylesterase 2	PON2	7q21.3	Q15165	details
Intestinal-type alkaline phosphatase	ALPI	2q37.1	P09923	details
Alkaline phosphatase, tissue-nonspecific isozyme	ALPL	1p36.12	P05186	details
Alkaline phosphatase, placental-like	ALPPL2	2q37	P10696	details
Sorbitol dehydrogenase	SORD	15q15.3	Q00796	details
Alcohol dehydrogenase 4	ADH4	4q22	P08319	details
Alcohol dehydrogenase 1B	ADH1B	4q23	P00325	details
Alcohol dehydrogenase 1A	ADH1A	4q23	P07327	details
Alcohol dehydrogenase 6	ADH6	4q23	P28332	details
Trans-2-enoyl-CoA reductase, mitochondrial	MECR	1p35.3	Q9BV79	details
Nuclear receptor subfamily 1 group I member 3	NR1I3	1q23.3	Q14994	details
Zinc-binding alcohol dehydrogenase domain-containing protein 2	ZADH2	18q22.3	Q8N4Q0	details
Hydroxyacid-oxoacid transhydrogenase, mitochondrial	ADHFE1	8q13.1	Q8IWW8	details
Synaptic vesicle membrane protein VAT-1 homolog-like	VAT1L	16q23.1	Q9HCJ6	details
Quinone oxidoreductase PIG3	TP53I3	2p23.3	Q53FA7	details
Synaptic vesicle membrane protein VAT-1 homolog	VAT1	17q21	Q99536	details
Reticulon-4-interacting protein 1, mitochondrial	RTN4IP1	6q21	Q8WWV3	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Nuclear receptor subfamily 1 group I member 3	NR1I3	1q23.3	Q14994	details
Klotho	KL	13q12	Q9UEF7	details

Transcriptional Factors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Nuclear receptor subfamily 1 group I member 3	NR1I3	1q23.3	Q14994	details

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0000820

DrugBank ID

DB03175

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB031044

KNApSAcK ID

Not Available

Chemspider ID

1004

KEGG Compound ID

C05979

BioCyc ID

PROPANOL

BiGG ID

Not Available

Wikipedia Link

Propan-1-ol

METLIN ID

5783

PubChem Compound

1031

PDB ID

Not Available

ChEBI ID

28831

References

General References

Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]

Only showing the first 10 proteins. There are 54 proteins in total.

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Enzymes

Enzyme Details

1. Serum paraoxonase/lactonase 3

General function:: Involved in arylesterase activity
Specific function:: Has low activity towards the organophosphate paraxon and aromatic carboxylic acid esters. Rapidly hydrolyzes lactones such as statin prodrugs (e.g. lovastatin). Hydrolyzes aromatic lactones and 5- or 6-member ring lactones with aliphatic substituents but not simple lactones or those with polar substituents.
Gene Name:: PON3
Uniprot ID:: Q15166
Molecular weight:: 39607.185

Enzyme Details

2. Serum paraoxonase/arylesterase 1

General function:: Involved in arylesterase activity
Specific function:: Hydrolyzes the toxic metabolites of a variety of organophosphorus insecticides. Capable of hydrolyzing a broad spectrum of organophosphate substrates and lactones, and a number of aromatic carboxylic acid esters. Mediates an enzymatic protection of low density lipoproteins against oxidative modification and the consequent series of events leading to atheroma formation.
Gene Name:: PON1
Uniprot ID:: P27169
Molecular weight:: 39730.99

Enzyme Details

3. Serum paraoxonase/arylesterase 2

General function:: Involved in arylesterase activity
Specific function:: Capable of hydrolyzing lactones and a number of aromatic carboxylic acid esters. Has antioxidant activity. Is not associated with high density lipoprotein. Prevents LDL lipid peroxidation, reverses the oxidation of mildly oxidized LDL, and inhibits the ability of MM-LDL to induce monocyte chemotaxis.
Gene Name:: PON2
Uniprot ID:: Q15165
Molecular weight:: 39380.535

Enzyme Details

4. Intestinal-type alkaline phosphatase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ALPI
Uniprot ID:: P09923
Molecular weight:: 56811.695

Enzyme Details

5. Lysosomal acid phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: Not Available
Gene Name:: ACP2
Uniprot ID:: P11117
Molecular weight:: 48343.92

Enzyme Details

6. Alkaline phosphatase, tissue-nonspecific isozyme

General function:: Involved in catalytic activity
Specific function:: This isozyme may play a role in skeletal mineralization.
Gene Name:: ALPL
Uniprot ID:: P05186
Molecular weight:: 57304.435

Enzyme Details

7. Tartrate-resistant acid phosphatase type 5

General function:: Involved in hydrolase activity
Specific function:: Involved in osteopontin/bone sialoprotein dephosphorylation. Its expression seems to increase in certain pathological states such as Gaucher and Hodgkin diseases, the hairy cell, the B-cell, and the T-cell leukemias.
Gene Name:: ACP5
Uniprot ID:: P13686
Molecular weight:: 36598.47

Enzyme Details

8. Alkaline phosphatase, placental-like

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ALPPL2
Uniprot ID:: P10696
Molecular weight:: 57376.515

Enzyme Details

9. Aldehyde dehydrogenase X, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: ALDHs play a major role in the detoxification of alcohol-derived acetaldehyde. They are involved in the metabolism of corticosteroids, biogenic amines, neurotransmitters, and lipid peroxidation.
Gene Name:: ALDH1B1
Uniprot ID:: P30837
Molecular weight:: 57248.96

Enzyme Details

10. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Transporters

Enzyme Details

1. Serum paraoxonase/arylesterase 1

General function:: Involved in arylesterase activity
Specific function:: Hydrolyzes the toxic metabolites of a variety of organophosphorus insecticides. Capable of hydrolyzing a broad spectrum of organophosphate substrates and lactones, and a number of aromatic carboxylic acid esters. Mediates an enzymatic protection of low density lipoproteins against oxidative modification and the consequent series of events leading to atheroma formation.
Gene Name:: PON1
Uniprot ID:: P27169
Molecular weight:: 39730.99

Only showing the first 10 proteins. There are 54 proteins in total.

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Showing Compound Card for 1-Propanol (CDB000683)

Structure for CDB000683 (1-Propanol )

Enzymes

Transporters