Polyphyllin C

CAS# 76296-71-4

Polyphyllin C

2D Structure

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3D structure

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Polyphyllin C

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Chemical Properties of Polyphyllin C

Cas No. 76296-71-4 SDF Download SDF
PubChem ID 44429637 Appearance Powder
Formula C39H62O12 M.Wt 722.9
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)C)O)O)O)O)C)C)C)OC1
Standard InChIKey OJCPWEBMROBPTK-GTCMQMDYSA-N
Standard InChI InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(45)34(30(42)27(16-40)49-36)50-35-32(44)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36-,37+,38+,39-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Polyphyllin C

The rhizomes of Paris yunnanensis Franch.

Protocol of Polyphyllin C

Structure Identification
Phytochemistry,1980,21(12):2925–2929.

Spirostanol saponins from Paris polyphylla, structures of polyphyllin C, D, E and F[Reference: WebLink]


METHODS AND RESULTS:
The structures of four new saponins, Polyphyllin C, D, E and F, isolated from the tubers of Paris polyphylla have been elucidated as diosgenin-3-O-α-l-rhamnopyranosyl(1→3)-β-d-glucopyranoside, diosgenin-3-O-α-l-rhamnopyranosyl(1→3)- [α-l-arabinofuranosyl(1→4)]-β-d-glucopyranoside, diosgenin-3-O-α-l-rhamnopyranosyl(1→2)-α-l-rhamnopyranosyl (1→4)[α-l-rhamnopyranosyl(1→3)]-β-d-glucopyranoside and diosgenin-3-O-α-l-rhamnopyranosyl(1→4)[α-l- rhamnopyranosyl(1→3)][β-d-glucopyranosyl(1→2)]-α-l-rhamnopyranoside, respectively, on the basis of chemical and spectral data.

Polyphyllin C Dilution Calculator

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Polyphyllin C Molarity Calculator

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Preparing Stock Solutions of Polyphyllin C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.3833 mL 6.9166 mL 13.8332 mL 27.6663 mL 34.5829 mL
5 mM 0.2767 mL 1.3833 mL 2.7666 mL 5.5333 mL 6.9166 mL
10 mM 0.1383 mL 0.6917 mL 1.3833 mL 2.7666 mL 3.4583 mL
50 mM 0.0277 mL 0.1383 mL 0.2767 mL 0.5533 mL 0.6917 mL
100 mM 0.0138 mL 0.0692 mL 0.1383 mL 0.2767 mL 0.3458 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Polyphyllin C

A cytochrome P450 monooxygenase responsible for the C-22 hydroxylation step in the Paris polyphylla steroidal saponin biosynthesis pathway.[Pubmed:30268044]

Phytochemistry. 2018 Dec;156:116-123.

Polyphyllins are the major steroidal saponin components of Paris polyphylla, the main source plant of the common Chinese herbal medicine Paridis Rhizoma with strong pharmacological activity and extremely high economic value and great market prospects. However, the production of polyphyllins in plants is limited, and their biosynthesis pathway has not been reported. The downstream hydroxylation step was particularly unclear. To clarify the enzymes and intermediates involved in the downstream steps of polyphyllin biosynthesis, we performed a comparative transcriptome analysis and discovered a cytochrome P450 gene that encodes a protein with monooxygenase activity. Heterologous expression in Saccharomyces cerevisiae demonstrated that it encodes an enzyme that catalyzes the formation of 22(R)-hydroxycholesterol from cholesterol. The relative gene expression measured by RT-PCR and Polyphyllin Contents measured by HPLC in P. polyphylla roots at different ages confirmed that this gene is involved in polyphyllin biosynthesis. To our best knowledge, this is the first report on the cloning of a CYP450 enzyme gene from the steroidal saponin pathway of higher plants.

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