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Phytol ((E)-Phytol)

Cat No.:V37678 Purity: ≥98%
Phytol is a diterpene alcohol and a breakdown product from chlorophyll, it has been widely used as a food additive and in medicinal fields, possessesing promising antischistosomal properties.
Phytol ((E)-Phytol)
Phytol ((E)-Phytol) Chemical Structure CAS No.: 150-86-7
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
Other Sizes
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Product Description

Phytol is a diterpene alcohol and a breakdown product from chlorophyll, it has been widely used as a food additive and in medicinal fields, possessesing promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus. Phytol has been used in the synthesis of Vitamins E and K. During the digestion process of ruminants, phytol converted to phytanic acid. Phytol was readily absorbed in the small intestine and converted to phytanic acid in human. In a number of metabolic disorders, Phytanic acid accumulated to toxic levels. The conversion of phytol to phytanic acid was regulated via the activation of peroxisome proliferator-activated receptor α (PPARα). Phytol showed sedative and anxiolytic effects through interaction with the GABAA receptor, and it was explored as an antischistosomal agent in a mouse model of schistosomiasis.

Biological Activity I Assay Protocols (From Reference)
References

[1] Kitareewan S, Burka L T, Tomer K B, et al. Phytol metabolites are\ncirculating dietary factors that activate the nuclear receptor RXR[J].\nMolecular Biology of the Cell, 1996, 7(8): 1153-1166.
[2] Gloerich\nJ, van den Brink D M, Ruiter J P N, et al. Metabolism of phytol to\nphytanic acid in the mouse, and the role of PPAR\u03b1 in its regulation[J].\nJournal of lipid research, 2007, 48(1): 77-85.
[3] Rowe A. Retinoid X receptors[J]. The international journal of biochemistry & cell biology, 1997, 29(2): 275-278.
[4]\nCosta J P, de Oliveira G A L, de Almeida A A C, et al. Anxiolytic-like\neffects of phytol: possible involvement of GABAergic transmission[J].\nBrain research, 2014, 1547: 34-42.

[5]. de Moraes J, et al. Phytol, a diterpene alcohol from chlorophyll, as a drug against neglected tropical diseaseSchistosomiasis mansoni. PLoS Negl Trop Dis. 2014 Jan 2;8(1):e2617.

Additional Infomation
Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol.
Phytol has been reported in Camellia sinensis, Desmos chinensis, and other organisms with data available.
Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. Phytol is commonly used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. Furthermore, phytol also was shown to modulate transcription in cells via transcription factors PPAR-alpha and retinoid X receptor (RXR).
Acyclic diterpene used in making synthetic forms of vitamin E and vitamin K1.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H40O
Molecular Weight
296.5310
Exact Mass
296.307
CAS #
150-86-7
PubChem CID
5280435
Appearance
Light brown to brown ointment
Density
0.8±0.1 g/cm3
Boiling Point
335.5±0.0 °C at 760 mmHg
Melting Point
< 25 °C
Flash Point
157.5±8.9 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.460
LogP
8.66
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
13
Heavy Atom Count
21
Complexity
255
Defined Atom Stereocenter Count
2
SMILES
O([H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]
InChi Key
BOTWFXYSPFMFNR-PYDDKJGSSA-N
InChi Code
InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1
Chemical Name
(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-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)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~421.54 mM)
Ethanol : ~25 mg/mL (~84.31 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.25 mg/mL (7.59 mM) (saturation unknown) in 10% DMSO + 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 22.5 mg/mL clear DMSO 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: ≥ 2.25 mg/mL (7.59 mM) (saturation unknown) in 10% DMSO + 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 22.5 mg/mL clear DMSO 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.

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Solubility in Formulation 3: ≥ 2.25 mg/mL (7.59 mM) (saturation unknown) in 10% DMSO + 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 22.5 mg/mL clear DMSO 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 3.3723 mL 16.8617 mL 33.7234 mL
5 mM 0.6745 mL 3.3723 mL 6.7447 mL
10 mM 0.3372 mL 1.6862 mL 3.3723 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:

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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)
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  • 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)
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  • 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:
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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.

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  • 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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