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[ CAS No. 520-34-3 ] {[proInfo.proName]}

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Chemical Structure| 520-34-3
Chemical Structure| 520-34-3
Structure of 520-34-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 520-34-3 ]

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Product Details of [ 520-34-3 ]

CAS No. :520-34-3 MDL No. :MFCD00017425
Formula : C16H12O6 Boiling Point : -
Linear Structure Formula :- InChI Key :MBNGWHIJMBWFHU-UHFFFAOYSA-N
M.W : 300.26 Pubchem ID :5281612
Synonyms :
Diosmetol;Luteolin 4-methyl ether;Luteolin 4'-methyl ether;HSDB 8101;Luteolin 4'-methyl ester
Chemical Name :5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

Calculated chemistry of [ 520-34-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 22
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.06
Num. rotatable bonds : 2
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 80.48
TPSA : 100.13 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -5.93 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.47
Log Po/w (XLOGP3) : 3.1
Log Po/w (WLOGP) : 2.59
Log Po/w (MLOGP) : 0.22
Log Po/w (SILICOS-IT) : 2.55
Consensus Log Po/w : 2.19

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.06
Solubility : 0.0261 mg/ml ; 0.0000869 mol/l
Class : Moderately soluble
Log S (Ali) : -4.87
Solubility : 0.00404 mg/ml ; 0.0000135 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.52
Solubility : 0.00907 mg/ml ; 0.0000302 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 3.05

Safety of [ 520-34-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 520-34-3 ]

* 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 [ 520-34-3 ]

[ 520-34-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 491-70-3 ]
  • [ 520-34-3 ]
  • [ 491-71-4 ]
  • [ 25739-41-7 ]
  • [ 32174-62-2 ]
  • 2
  • [ 520-27-4 ]
  • [ 520-34-3 ]
YieldReaction ConditionsOperation in experiment
85% With sulfuric acid; water; at 20℃; for 0.166667h; General procedure: Sulfuric acid (2.0mL, 0.037mmol) was added dropwise to a beaker (100 mL) containing scutellarin (50 mg, 0.11 mmol). It was shaken or agitated by ultrasound agitated to dissolve the substrate in the acid at room temperature. Water (2.0 mL) was then added carefully dropwise. When the evolution of heat ceased (in 10 minutes), the mixture was added to water (15 mL) in one portion with stirring with a glass rod. The yellow crystals that were deposited were collected by suction filtration and washed by water (5 mL). In most cases, such products were pure enough for direct use. Moreover, it could be further purified by recrystallisation from aqueous methanol (70%, v/v) or column chromatography on silica gel (eluent:ethyl acetate/formic acid/water=100/4/3, v/v/v, Rfs of SCU and SCUE were 0.1 and 0.8 on silica gel GF254 respectively). Light yellow crystals were obtained after recrystallisation (28.5mg, 93% yield); m.p. 285-287C (>300C)27. IR (KBr, cm-1): numax 3442, 3331, 3098, 1671, 1619, 1587, 1509. 1H NMR (500MHz, DMSO-d6): delta 12.80 (s, 1H, 5-OH), 10.48 (s, 1H, 7-OH), 10.33 (s, 1H, 4?-OH), 8.75 (s, 1H, 6-OH), 7.92 (d, 2H, J=8.6Hz, C2?, C6?-H), 6.92 (d, 2H, J=8.6Hz, C3?, C5?-H), 6.75 (s, 1H, C3-H), 6.58 (s, 1H, C8-H). HR-ESI-MS (m/z): 309.0363 for [M+Na]+, calcd 309.0370.
100 kg With sodium hydroxide; at 100℃; for 0.666667h;Large scale; Add to the new dioxin obtained in step 1)1500 kg of sodium hydroxide solution with a mass concentration of 32%, continue to raise the temperature to 100 C for 40 minutes, and after monitoring the content of neodoxime to 2% or less in the liquid phase, add hydrochloric acid to the reaction solution to neutralize the pH to 6 7, then cool down to 15 C ~ 25 C to cool, centrifuge, collect the precipitate, and wash the precipitate,Get 120 kg of geranyl lignin crude; Step 3) Preparation of geranyl ligninAdd 20 times volume of ethanol with a mass concentration of 80% to 120 kg of crude geranin, and heat to reflux.Solution, then add 12 kg of activated carbon for decolorization. After the decolorization is completed, the activated carbon is removed by filtration, the filtrate is collected, and the filtrate is concentrated under reduced pressure to 1/3 of the original volume using a double-effect concentrator. The solution is allowed to stand, cooled and crystallized, and centrifuged to obtain geranium lignin. Boutique 100 kg.
  • 3
  • [ 520-26-3 ]
  • [ 520-34-3 ]
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