Record Information
Version1.0
Created at2020-03-19 00:39:50 UTC
Updated at2020-12-07 19:07:28 UTC
CannabisDB IDCDB000490
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name1-Hexanol
Description1-Hexanol, also known as 1-hexyl alcohol or 1-hydroxyhexane, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. 1-Hexanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 1-Hexanol is an organic alcohol with a six-carbon chain and a chemical formula of CH3(CH2)5OH. This colorless liquid is poorly soluble in water, but miscible with ether and ethanol. Two additional straight chain isomers of 1-hexanol exist, 2-hexanol and 3-hexanol, both of which differ by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. 1-hexanol is believed to be a component of the odour of freshly mown grass. It is used in the perfume industry and as a flavouring agent. 1-Hexanol is found in many plants, some of which are lemon, tea, yellow bell pepper, and hyssop. 1-Hexanol is a common constituent of essential oils (e.g. orange-peel oil) and it has also been identified as a volatile component of Cannabis sativa (PMID: 26657499 ).
Structure
Thumb
Synonyms
ValueSource
1-Hexyl alcoholChEBI
1-HydroxyhexaneChEBI
Caproic alcoholChEBI
HexanolChEBI
N-Hexyl alcoholChEBI
1-Hexanol, aluminum saltMeSH
N-HexanolMeSH
Alcohol C-6HMDB
Alcohol(C6)HMDB
AmylcarbinolHMDB
BHLHMDB
C6 AlcoholHMDB
Caproyl alcoholHMDB
Cyclohexan-1-olHMDB
CyclohexanolHMDB
Epal 6HMDB
Exxal 6HMDB
Fatty alcohol(C6)HMDB
HEXHMDB
HexahydrophenolHMDB
HexalinHMDB
Hexan-1-olHMDB
Hexanol-(1)HMDB
Hexanol-CMPDHMDB
Hexyl alcoholHMDB
Hexyl alcohol (natural)HMDB
Hexyl alcohol, activeHMDB
N-Hexan-1-olHMDB
N-HexenolHMDB
PentylcarbinolHMDB
1-HexanolMeSH
Chemical FormulaC6H14O
Average Molecular Weight102.17
Monoisotopic Molecular Weight102.1045
IUPAC Namehexan-1-ol
Traditional Namehexanol
CAS Registry Number111-27-3
SMILES
CCCCCCO
InChI Identifier
InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
InChI KeyZSIAUFGUXNUGDI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-44.6 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logP2.03HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP2.03ALOGPS
logP1.69ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.34 m³·mol⁻¹ChemAxon
Polarizability13.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-26ed9611cc7f575d818b2014-09-20View Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-029ae838da9e13a0e457Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-35926852ac4ed3ed0959Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-612a7e611628b904745fSpectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-000i-9000000000-48f5c5da7cd09948311eSpectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-df7ed15b6c10248ee93aSpectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-65cf94afbc05ce616b62Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-f121c161f3815adad6e6Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-003fe1ca0e7fdfcbdd97Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-029ae838da9e13a0e457Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-35926852ac4ed3ed0959Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-612a7e611628b904745fSpectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-000i-9000000000-48f5c5da7cd09948311eSpectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-df7ed15b6c10248ee93aSpectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-65cf94afbc05ce616b62Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-f121c161f3815adad6e6Spectrum
GC-MS1-Hexanol, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-003fe1ca0e7fdfcbdd97Spectrum
Predicted GC-MS1-Hexanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-056u-9000000000-118d12981b86ce381ebdSpectrum
Predicted GC-MS1-Hexanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9300000000-7090cf9145edfffd8de0Spectrum
Predicted GC-MS1-Hexanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-000i-9000000000-34d8cf6a0a5f99d7b2392020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-000l-9000000000-93a8e902c6f20d518e6e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-0006-9000000000-817448b00815a05c099f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-0006-9000000000-bb995d565d8efee48a532020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-0006-9000000000-9c2e3b526514227b59542020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-0006-9000000000-ddd13faf0a10185ac38f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-0006-9000000000-29d21c96ea231fc20c2f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-0006-9000000000-cb2eaacaf54e58c3408b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-0006-9000000000-af41c3ef4b594956cc942020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-0006-9000000000-88cf8122694ad634e9ba2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-0006-9000000000-05a459922ab22eb5a7492020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 3V, positivesplash10-0006-9000000000-4dfbfb07af734375bb202020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-0006-9000000000-67f1d2fb3dcd71e1f02c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 5V, positivesplash10-0006-9000000000-ac4cc1d63a02856aae862020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-0006-9000000000-ad4885a4e0e7c3ce30d12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-0006-9000000000-46264fd40c3ba6acb30e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-0006-9000000000-db820e796357d6b2dd1e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-0006-9000000000-695b77a970e0082013892020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-0006-9000000000-8b4cec3d369d30b0fe832020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-0006-9000000000-00882c5a71f3ac89f8722020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-0006-9000000000-df3f313f6cf901b9b25b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-0006-9000000000-ea330b0bdd832ab426cf2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-0006-9000000000-42749ebd8ebeaa0ebb5c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-000f-9000000000-1ff1f3558a9db25d00672020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-000f-9000000000-6ac31d169cdb4a253db72020-07-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Serum paraoxonase/lactonase 3PON37q21.3Q15166 details
Serum paraoxonase/arylesterase 1PON17q21.3P27169 details
Serum paraoxonase/arylesterase 2PON27q21.3Q15165 details
Intestinal-type alkaline phosphataseALPI2q37.1P09923 details
Lysosomal acid phosphataseACP211p12-p11P11117 details
Alkaline phosphatase, tissue-nonspecific isozymeALPL1p36.12P05186 details
Tartrate-resistant acid phosphatase type 5ACP519p13.2P13686 details
Alkaline phosphatase, placental-likeALPPL22q37P10696 details
Aldehyde dehydrogenase X, mitochondrialALDH1B19p11.1P30837 details
Sulfotransferase family cytosolic 2B member 1SULT2B119q13.3O00204 details
Sorbitol dehydrogenaseSORD15q15.3Q00796 details
Alcohol dehydrogenase [NADP(+)]AKR1A11p33-p32P14550 details
Alcohol dehydrogenase 4ADH44q22P08319 details
Alcohol dehydrogenase 1BADH1B4q23P00325 details
Alcohol dehydrogenase 1AADH1A4q23P07327 details
Alcohol dehydrogenase 6ADH64q23P28332 details
Beta-glucuronidaseGUSB7q21.11P08236 details
Plasma alpha-L-fucosidaseFUCA26q24Q9BTY2 details
Trans-2-enoyl-CoA reductase, mitochondrialMECR1p35.3Q9BV79 details
Lecithin retinol acyltransferaseLRAT4q32.1O95237 details
Nuclear receptor subfamily 1 group I member 3NR1I31q23.3Q14994 details
Zinc-binding alcohol dehydrogenase domain-containing protein 2ZADH218q22.3Q8N4Q0 details
Hydroxyacid-oxoacid transhydrogenase, mitochondrialADHFE18q13.1Q8IWW8 details
Fatty acyl-CoA reductase 2FAR212p11.22Q96K12 details
Acyl-CoA wax alcohol acyltransferase 2AWAT2Xq13.1Q6E213 details
Testicular acid phosphataseACPT19q13.4Q9BZG2 details
Carboxylesterase 5ACES5A16q12.2Q6NT32 details
Acid phosphatase-like protein 2ACPL23q23Q8TE99 details
Synaptic vesicle membrane protein VAT-1 homolog-likeVAT1L16q23.1Q9HCJ6 details
Quinone oxidoreductase PIG3TP53I32p23.3Q53FA7 details
Synaptic vesicle membrane protein VAT-1 homologVAT117q21Q99536 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Serum paraoxonase/arylesterase 1PON17q21.3P27169 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Serum paraoxonase/lactonase 3PON37q21.3Q15166 details
Serum paraoxonase/arylesterase 2PON27q21.3Q15165 details
Intestinal-type alkaline phosphataseALPI2q37.1P09923 details
Alkaline phosphatase, tissue-nonspecific isozymeALPL1p36.12P05186 details
Alkaline phosphatase, placental-likeALPPL22q37P10696 details
Sorbitol dehydrogenaseSORD15q15.3Q00796 details
Alcohol dehydrogenase 4ADH44q22P08319 details
Alcohol dehydrogenase 1BADH1B4q23P00325 details
Alcohol dehydrogenase 1AADH1A4q23P07327 details
Alcohol dehydrogenase 6ADH64q23P28332 details
Trans-2-enoyl-CoA reductase, mitochondrialMECR1p35.3Q9BV79 details
Nuclear receptor subfamily 1 group I member 3NR1I31q23.3Q14994 details
Zinc-binding alcohol dehydrogenase domain-containing protein 2ZADH218q22.3Q8N4Q0 details
Hydroxyacid-oxoacid transhydrogenase, mitochondrialADHFE18q13.1Q8IWW8 details
Synaptic vesicle membrane protein VAT-1 homolog-likeVAT1L16q23.1Q9HCJ6 details
Quinone oxidoreductase PIG3TP53I32p23.3Q53FA7 details
Synaptic vesicle membrane protein VAT-1 homologVAT117q21Q99536 details
Reticulon-4-interacting protein 1, mitochondrialRTN4IP16q21Q8WWV3 details
Receptors
Protein NameGene NameLocusUniprot IDDetails
Nuclear receptor subfamily 1 group I member 3NR1I31q23.3Q14994 details
KlothoKL13q12Q9UEF7 details
Transcriptional Factors
Protein NameGene NameLocusUniprot IDDetails
Nuclear receptor subfamily 1 group I member 3NR1I31q23.3Q14994 details
Concentrations Data
Not Available
HMDB IDHMDB0012971
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008072
KNApSAcK IDC00000358
Chemspider ID7812
KEGG Compound IDC00854
BioCyc IDHEXANOL-CMPD
BiGG IDNot Available
Wikipedia Link1-Hexanol
METLIN IDNot Available
PubChem Compound8103
PDB IDHE2
ChEBI ID87393
References
General References
  1. 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 ]

Only showing the first 10 proteins. There are 53 proteins in total.

Enzymes

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
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
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
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
ALPI
Uniprot ID:
P09923
Molecular weight:
56811.695
General function:
Involved in acid phosphatase activity
Specific function:
Not Available
Gene Name:
ACP2
Uniprot ID:
P11117
Molecular weight:
48343.92
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
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
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
ALPPL2
Uniprot ID:
P10696
Molecular weight:
57376.515
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
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

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 53 proteins in total.