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[ CAS No. 27200-12-0 ] {[proInfo.proName]}

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Chemical Structure| 27200-12-0
Chemical Structure| 27200-12-0
Structure of 27200-12-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 27200-12-0 ]

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Product Details of [ 27200-12-0 ]

CAS No. :27200-12-0 MDL No. :MFCD00189451
Formula : C15H12O8 Boiling Point : -
Linear Structure Formula :- InChI Key :KJXSIXMJHKAJOD-LSDHHAIUSA-N
M.W : 320.25 Pubchem ID :161557
Synonyms :
Ampelopsin;Ampeloptin;Ampelopsin, Ampeloptin, DHM, Dihydromyricetin;(+)-Dihydromyricetin
Chemical Name :(2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one

Calculated chemistry of [ 27200-12-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 23
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.13
Num. rotatable bonds : 1
Num. H-bond acceptors : 8.0
Num. H-bond donors : 6.0
Molar Refractivity : 76.78
TPSA : 147.68 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.67
Log Po/w (XLOGP3) : 0.59
Log Po/w (WLOGP) : 0.57
Log Po/w (MLOGP) : -1.16
Log Po/w (SILICOS-IT) : 0.18
Consensus Log Po/w : 0.17

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.52
Solubility : 0.973 mg/ml ; 0.00304 mol/l
Class : Soluble
Log S (Ali) : -3.26
Solubility : 0.174 mg/ml ; 0.000544 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.44
Solubility : 11.6 mg/ml ; 0.0361 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 3.55

Safety of [ 27200-12-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 27200-12-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 27200-12-0 ]

[ 27200-12-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 27200-12-0 ]
  • [ 863-03-6 ]
  • C36H26O17 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tea polyphenol oxidase; In aq. phosphate buffer; at 30℃; for 0.75h;pH 3.5;Enzymatic reaction; Weigh 75g of dihydromyricetin and epicatechin gallate, respectively.Dissolved in 15L of citrate-dibasic phosphate buffer at pH 3.5,Add a certain amount of tea polyphenol oxidase (addition amount is 2g/L),The ventilation was 30L/min and the reaction was carried out at 30 C for 45 minutes.Reheating quickly raises the temperature to 100 C to inactivate the polyphenol oxidase for 5 minutes.Stop the reaction. The obtained reaction liquid was subjected to column chromatography on a polyamide resin.The column torus diameter ratio is 1:8, the ratio of sample to column volume is 1:5, and the loading rate is 2BV/h.Elution with water, 5% aqueous ethanol solution, 95% aqueous ethanol solution,The 95% ethanol eluting site was collected, concentrated and dried under reduced pressure at 40 C to obtain a crude extract.Further separation and purification using BUCHI medium pressure preparation, column chromatography specifications:15mm*310mm, packing C18, flow rate 3mL/min,The crude extract was dissolved in 25% aqueous ethanol (concentration of 80 mg/mL)As a sample solution, the elution gradient was eluted with 15%-25% aqueous ethanol solution for 3 h.25% ethanol aqueous solution was eluted for 2 h, 25%-60% ethanol aqueous solution was eluted for 3 h,The solution was eluted with 60%-95% aqueous ethanol for 2 h, and a 25% ethanol water elution solution was collected.Concentrate under reduced pressure at 45 C to an alcohol-free taste, and freeze-dry to give Compound 2 (HPLC purity ? 98%).
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