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[ CAS No. 18916-17-1 ] {[proInfo.proName]}

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Chemical Structure| 18916-17-1
Chemical Structure| 18916-17-1
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Product Details of [ 18916-17-1 ]

CAS No. :18916-17-1 MDL No. :MFCD08436145
Formula : C27H34O14 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 582.55 Pubchem ID :-
Synonyms :
Naringin DC
Chemical Name :1-(4-(((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)propan-1-one

Calculated chemistry of [ 18916-17-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 41
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.52
Num. rotatable bonds : 9
Num. H-bond acceptors : 14.0
Num. H-bond donors : 9.0
Molar Refractivity : 137.37
TPSA : 236.06 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -10.05 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.05
Log Po/w (XLOGP3) : -0.27
Log Po/w (WLOGP) : -1.35
Log Po/w (MLOGP) : -2.77
Log Po/w (SILICOS-IT) : -1.34
Consensus Log Po/w : -0.93

Druglikeness

Lipinski : 3.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 3.0
Bioavailability Score : 0.17

Water Solubility

Log S (ESOL) : -2.9
Solubility : 0.726 mg/ml ; 0.00125 mol/l
Class : Soluble
Log S (Ali) : -4.23
Solubility : 0.0344 mg/ml ; 0.0000591 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -0.44
Solubility : 210.0 mg/ml ; 0.36 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 6.04

Safety of [ 18916-17-1 ]

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 [ 18916-17-1 ]

* 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.

  • Upstream synthesis route of [ 18916-17-1 ]
  • Downstream synthetic route of [ 18916-17-1 ]

[ 18916-17-1 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 10236-47-2 ]
  • [ 18916-17-1 ]
YieldReaction ConditionsOperation in experiment
98% With palladium on activated charcoal; hydrogen; potassium hydroxide In ethanol at 55℃; Autoclave Natural extract 120g 600g8percent naringin was dissolved in a solution of potassiumhydroxide, clear solution was filtered, and the filtrate was added 2000ml autoclave,200g of ethanol was added, 3g palladium on carbon catalyst, 55 introducing hydrogenat a pressure of 1 ~ 2MPa , 5 ~ 7H after hydrogen absorption substantially completehydrogen absorption, the reaction solution was taken out, filtered off and palladium oncarbon, hydrogenation was directly acidified with hydrochloric acid to adjust pH to 5-7,stirred sufficiently crystallized white solid precipitated quickly. Cooling to 20 filtration, the wet product was dried under reduced pressure at 60 , you can getdihydro naringin chalcone 118g, white powder, liquid purity 98.9percent molar yield of 98percent.Products from light nitrogen stored in a cool place.
Reference: [1] Patent: CN105801636, 2016, A, . Location in patent: Paragraph 0022
[2] Journal of Agricultural and Food Chemistry, 2003, vol. 51, # 11, p. 3309 - 3312
  • 2
  • [ 10236-47-2 ]
  • [ 18916-17-1 ]
Reference: [1] Acta Chemica Scandinavica (1947-1973), 1953, vol. 7, p. 913,915
[2] Annali di Chimica (Rome, Italy), 1959, vol. 49, p. 1929,1936
  • 3
  • [ 50376-43-7 ]
  • [ 18916-17-1 ]
Reference: [1] Annali di Chimica (Rome, Italy), 1959, vol. 49, p. 1929,1936
  • 4
  • [ 18916-17-1 ]
  • [ 60-82-2 ]
Reference: [1] Annali di Chimica (Rome, Italy), 1959, vol. 49, p. 1929,1936
[2] Annali di Chimica (Rome, Italy), 1959, vol. 49, p. 1929,1936
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