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100mg |
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250mg |
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all-trans-Anhydro Retinol is a metabolite of vitamin A (Retinol) and an impurity of Vitamin A, which is widely used as an essential micronutrient and be effective in preventing xerophthalmia.
Targets |
Endogenous Metabolite
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ln Vitro |
Of the several pathways by which vitamin A and its derivatives can degrade, the present study is concerned with those leading to the formation of anhydrovitamin A. Results indicate (a) anhydro formation does not occur readily with vitamin A alcohol in the absence of a strong catalyst such as hydrogen chloride, (b) the reaction proceeds at a significant rate for solutions of the acetate in both alcoholic and hydro-alcoholic systems, (c) the conversion of the acetate to the anhydro form is much more rapid in the presence of water than in its absence, and (d) formation from the acetate does not occur in ether or hydrocarbon solvent in the absence of catalytic agents. Catalytic behavior of hydrogen chloride, perchloric acid, and acetic acid were also studied. The results on experiments made with pyridine and sodium hydroxide as possible inhibitors are also presented[1].
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ln Vivo |
Anhydrovitamin A was fed to vitamin A-deficient rats and its metabolites isolated from the livers. These consisted of two monohydroxy and one dihydroxy derivatives and their esters. None was identical with retro-vitamin A prepared chemically from vitamin A. Neither anhydrovitamin A nor its derivatives gave rise to any detectable amount of vitamin A in the liver; nor was anhydrovitamin A present as such in the liver. Similar results were obtained after subcutaneous injection of a water dispersion of anhydrovitamin A. Two compounds similar to those isolated from the liver also were found in the kidneys. The results suggested that (a) anhydrovitamin A whether fed orally or injected subcutaneously was not absorbed and stored to any measurable extent by the rat, (b) hydroxylation mechanisms were involved in the utilization of anhydrovitamin A and (c) the growth-promoting activity of anhydrovitamin A was due to one or more of its derivatives formed in vivo[2].
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References | |
Additional Infomation |
Anhydrovitamin A is a sesquiterpenoid.
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Molecular Formula |
C20H28
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Molecular Weight |
268.43632
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Exact Mass |
268.219
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CAS # |
1224-78-8
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PubChem CID |
5287678
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Appearance |
Typically exists as light yellow to yellow solids at room temperature
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Density |
0.902g/cm3
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Boiling Point |
378.4ºC at 760mmHg
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Flash Point |
171.7ºC
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Vapour Pressure |
1.37E-05mmHg at 25°C
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Index of Refraction |
1.54
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LogP |
6.313
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Hydrogen Bond Donor Count |
0
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Hydrogen Bond Acceptor Count |
0
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Rotatable Bond Count |
4
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Heavy Atom Count |
20
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Complexity |
502
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Defined Atom Stereocenter Count |
0
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SMILES |
C=C/C(=C/C=C/C(=C/C=C1\C(C)=CCCC\1(C)C)/C)/C
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InChi Key |
FWNRILWHNGFAIN-OYUWDNMLSA-N
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InChi Code |
InChI=1S/C20H28/c1-7-16(2)10-8-11-17(3)13-14-19-18(4)12-9-15-20(19,5)6/h7-8,10-14H,1,9,15H2,2-6H3/b11-8+,16-10+,17-13+,19-14-
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Chemical Name |
(6E)-6-[(2E,4E,6E)-3,7-dimethylnona-2,4,6,8-tetraenylidene]-1,5,5-trimethylcyclohexene
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Synonyms |
Anhydrovitamin A; 1224-78-8; all-trans-Anhydro Retinol; Anhydroretinol; Anhydro-retinol; (6E)-6-[(2E,4E,6E)-3,7-DIMETHYLNONA-2,4,6,8-TETRAENYLIDENE]-1,5,5-TRIMETHYLCYCLOHEXENE; 235BBF3K97; all-trans-Anhydro Retinol (90%);
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture. |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~10 mg/mL (~37.25 mM)
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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
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 :Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.7252 mL | 18.6261 mL | 37.2523 mL | |
5 mM | 0.7450 mL | 3.7252 mL | 7.4505 mL | |
10 mM | 0.3725 mL | 1.8626 mL | 3.7252 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.
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.