1-Hexanol, a primary alcohol, is a surfactant that may be used in industrial processes to enhance interfacial properties. 1-Hexanol uncouples mitochondrial respiration through aprotic mechanisms.

Physicochemical Properties

Molecular Formula	C6H14O
Molecular Weight	102.17
Exact Mass	102.104
CAS #	111-27-3
Related CAS #	1-Hexanol-d13;204244-84-8;1-Hexanol-d11;2159-18-4;1-Hexanol-d3;52598-04-6;1-Hexanol-d5;64118-18-9
PubChem CID	8103
Appearance	Colorless to light yellow liquid
Density	0.8±0.1 g/cm3
Boiling Point	158.2±3.0 °C at 760 mmHg
Melting Point	−52 °C(lit.)
Flash Point	60.0±0.0 °C
Vapour Pressure	0.9±0.6 mmHg at 25°C
Index of Refraction	1.416
LogP	1.94
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	4
Heavy Atom Count	7
Complexity	27.4
Defined Atom Stereocenter Count	0
SMILES	O([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
InChi Key	ZSIAUFGUXNUGDI-UHFFFAOYSA-N
InChi Code	InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
Chemical Name	hexan-1-ol
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ADME/Pharmacokinetics	Absorption, Distribution and Excretion The permeability of excised rat skin to 1-hexanol was increased by hydration for the first ten hours, then returned to baseline. The in vitro dermal flux in human skin (epidermis) was reported to be 0.044 mg/sq cm/hr, indicating a low rate of dermal uptake. Metabolism / Metabolites Through successive oxidation processes, 1-hexanol is converted to hexanoic acid, which then undergoes beta-oxidation. 1-Hexanol has a high affinity for ADH /alcohol dehydrogenase/, similar to amyl and n-octyl alcohol, and is a potent inhibitor of ethanol oxidation. 1-Hexanol is metabolized by direct conjugation with glucuronic acid and by oxidation to the carboxylic acid and eventually to carbon dioxide. Metabolic studies in rabbits indicate that oxidation to hexanoic acid is the major pathway, mediated by alcohol dehydrogenase and aldehyde dehydrogenase. Direct conjugation with glucuronic acid is a minor pathway.
Toxicity/Toxicokinetics	Non-Human Toxicity Values LD50 Mouse oral 1950 mg/kg LD50 Mouse oral 4000 mg/kg LD50 Rat oral 720 mg/kg LD50 Rat oral 4590 mg/kg For more Non-Human Toxicity Values (Complete) data for 1-HEXANOL (9 total), please visit the HSDB record page.
References	[1]. Surface potential of 1-hexanol solution: comparison with methyl isobutyl carbinol. J Phys Chem B. 2013 Jun 27;117(25):7615-20. [2]. The nature of uncoupling by n-hexane, 1-hexanethiol and 1-hexanol in rat liver mitochondria. Biochim Biophys Acta. 1996 May 20;1274(1-2):39-47.
Additional Infomation	Hexanols appears as a clear colorless liquid mixture of isomeric six-carbon alcohols with similar chemical properties. Vapors are heavier than air. Used to make pharmaceuticals and as a solvent. N-hexanol appears as a clear colorless liquid. Flash point 149 °F. Less dense than water and insoluble in water. Vapors heavier than air. Hexan-1-ol is a primary alcohol that is hexane substituted by a hydroxy group at position 1. It has a role as a plant metabolite, an antibacterial agent, a fragrance and an alarm pheromone. It is a primary alcohol and a hexanol. 1-Hexanol has been reported in Magnolia officinalis, Pternistria bispina, and other organisms with data available. 1-Hexanol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH. This colorless liquid is slightly 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. 1-Hexanol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Alcohols, C6-9 (annotation moved to). Mechanism of Action ... Ethanol and 1-hexanol were found to have two competing concentration-dependent effects on the Ca(2+)- and phorbol ester- or diacylglycerol-dependent activities of PKCalpha associated with either RhoA or Cdc42, consisting of a potentiation at low alcohol levels and an attenuation of activity at higher levels. Measurements of the Ca(2+), phorbol ester, and diacylglycerol concentration-response curves for Cdc42-induced activation indicated that the activating effect corresponded to a shift in the midpoints of each of the curves to lower activator concentrations, while the attenuating effect corresponded to a decrease in the level of activity induced by maximal activator levels. The presence of ethanol enhanced the interaction of PKCalpha with Cdc42 within a concentration range corresponding to the potentiating effect, whereas the level of binding was unaffected by higher ethanol levels that were found to attenuate activity. Therapeutic Uses Mesh Heading: Anesthetics, Nicotinic antagonists

Solubility Data

Solubility (In Vitro)

Ethanol: 100 mg/mL (978.76 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (24.47 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (24.47 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (24.47 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	9.7876 mL	48.9380 mL	97.8761 mL
	5 mM	1.9575 mL	9.7876 mL	19.5752 mL
	10 mM	0.9788 mL	4.8938 mL	9.7876 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.