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Stearyl alcohol

Alias: Siponol S; Sipol S; Stearyl alcohol
Cat No.:V15324 Purity: ≥98%
1-Hydroxyoctadecane is an endogenously produced metabolite.
Stearyl alcohol
Stearyl alcohol Chemical Structure CAS No.: 112-92-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes

Other Forms of Stearyl alcohol:

  • 1-Hydroxyoctadecane-d37
  • 1-Hydroxyoctadecane-d2
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
1-Hydroxyoctadecane is an endogenously produced metabolite.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Stearyl alcohol is naturally found in various mammalian tissues… Multiple studies have shown that stearyl alcohol has a low absorption rate in the gastrointestinal tract. Multiple studies have also shown that 1-octadecyl alcohol has a low absorption rate in the gastrointestinal tract. It has been reported that 14C-octadecyl alcohol can enter the thoracic duct of Sprague-Dawley rats. Radioactivity in lymph and blood was monitored at different time intervals after administration. Intestinal radioactivity was measured in intestinal homogenates, showing an absorption percentage of 56.6 ± 14.0% in lymph. Of this, more than half was found in triglycerides in the lymph, 6% to 13% in phospholipids, 2% to 8% as cholesterol esters, and 4% to 10% as unmodified octadecyl alcohol. 90% of octadecyl alcohol was found in the lipoparticle fraction of the blood. The absorption of this compound appears to be related to its lipid solubility. Metabolism/Metabolites Stearyl alcohol… is used in the biosynthesis of lipids and other natural cellular components and enters metabolic pathways for energy production. This fatty alcohol is readily converted to stearic acid, another common component of mammalian tissues. Of the absorbed portion, more than half is metabolized into triglycerides, 6-13% into phospholipids, 2-8% into cholesterol esters, and 4-10% remains unchanged as stearyl alcohol within 24 hours after administration.
Toxicity/Toxicokinetics
Non-Human Toxicity Values
Oral LD50 in rats >5000 - 8000 mg/kg
Dermal LD50 in rabbits >3 g/kg
Oral LD50 in rats 20 g/kg
Additional Infomation
Octadecan-1-ol is a long-chain primary fatty alcohol composed of a C-1 hydroxyl group in an unbranched saturated chain of 18 carbon atoms. It is a plant metabolite, a human metabolite, and an algal metabolite. It is a long-chain primary fatty alcohol and also an octadecane alcohol. Stearyl alcohol has been reported in tea trees, bees, and other organisms with relevant data. See also: Alcohols, C18-32 (note moved to). Mechanism of Action… Ethanol, 1-propanol, 1-butanol, 1-pentanol, and 1-octanol have essentially the same effect on mitochondrial ultrastructure: mitochondria vary in size and cristae are underdeveloped; 1-dodecyl alcohol induces two distinct ultrastructural changes in mitochondria: in some hepatocytes, mitochondria are mixed in size, with both small and large mitochondria and underdeveloped cristae; while in other hepatocytes, mitochondria are significantly enlarged and cristae are well-developed; 1-octadecyl alcohol induces significant enlargement of mitochondria in all hepatocytes.
...The reactivity of fatty alcohols with hexadecyltrimethylammonium bromide decreases with increasing chain length, but branching of tetradecyl and hexadecyl alcohols increases reactivity. Adding 1-octadecyl alcohol to 1-hexadecyl alcohol improves reactivity, reaching its maximum when the mass fraction of 1-octadecyl alcohol is 20-40%.
...Peak inhibition rates were recorded using saturated primary alcohols (64 μM) with chain lengths of 16 to 19 carbon atoms. Unsaturated alcohols (oleyl alcohol, linoleyl alcohol, and linolenic acid) and secondary alcohols (pentadecan-2-ol) showed significantly poor growth inhibition. Stearic acid and palmitic acid were also ineffective.
After incubating Leishmania donovani in the stationary phase with [1-14C]octadecyl alcohol, approximately 70% of the precursor was absorbed within 3 hours. Due to the partial oxidation of octadecyl alcohol to stearic acid, the acyl moieties of wax esters and glycerides contained most of the 14C activity within 3 to 6 hours. The ether moieties were only weakly labeled. After 40 hours, 1-O-alkyl and 1-O-alkyl-1'-enyl diacylglycerols, as well as 1-O-alkyl and 1-O-alkyl-1'-enyl-2-acyl-sn-glycerol-3-phosphate ethanolamine, contained almost all of the radioactivity. Most of the labeling in the neutral ether esters was located on the alkyl ether side chain, while most of the labeling in the phosphatidylethanolamine component was located on the alkenyl ether side chain.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H38O
Molecular Weight
270.5
Exact Mass
270.292
CAS #
112-92-5
Related CAS #
1-Hydroxyoctadecane-d37;204259-62-1;1-Hydroxyoctadecane-d2;86369-69-9
PubChem CID
8221
Appearance
White to off-white solid powder
Density
0.812
Boiling Point
336 ºC
Melting Point
56-59 °C(lit.)
Flash Point
185 ºC
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.451
LogP
8.31
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
16
Heavy Atom Count
19
Complexity
145
Defined Atom Stereocenter Count
0
InChi Key
GLDOVTGHNKAZLK-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3
Chemical Name
octadecan-1-ol
Synonyms
Siponol S; Sipol S; Stearyl alcohol
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~5 mg/mL (~18.48 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6969 mL 18.4843 mL 36.9686 mL
5 mM 0.7394 mL 3.6969 mL 7.3937 mL
10 mM 0.3697 mL 1.8484 mL 3.6969 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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