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[ CAS No. 633-65-8 ] {[proInfo.proName]}

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Chemical Structure| 633-65-8
Chemical Structure| 633-65-8
Structure of 633-65-8 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 633-65-8 ]

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Product Details of [ 633-65-8 ]

CAS No. :633-65-8 MDL No. :MFCD00011939
Formula : C20H18ClNO4 Boiling Point : -
Linear Structure Formula :- InChI Key :VKJGBAJNNALVAV-UHFFFAOYSA-M
M.W : 371.81 Pubchem ID :12456
Synonyms :
Natural Yellow 18 chloride;Berberine (chloride);NSC 163088;Umbellatine;BBR;NSC 646666
Chemical Name :9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chloride

Calculated chemistry of [ 633-65-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 26
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.25
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 100.73
TPSA : 40.8 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.43 cm/s

Lipophilicity

Log Po/w (iLOGP) : -3.32
Log Po/w (XLOGP3) : 4.42
Log Po/w (WLOGP) : 0.1
Log Po/w (MLOGP) : 2.41
Log Po/w (SILICOS-IT) : 3.74
Consensus Log Po/w : 1.47

Druglikeness

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

Water Solubility

Log S (ESOL) : -5.25
Solubility : 0.00208 mg/ml ; 0.00000558 mol/l
Class : Moderately soluble
Log S (Ali) : -4.99
Solubility : 0.00376 mg/ml ; 0.0000101 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.92
Solubility : 0.000442 mg/ml ; 0.00000119 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.18

Safety of [ 633-65-8 ]

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 [ 633-65-8 ]

* 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 [ 633-65-8 ]

[ 633-65-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 633-65-8 ]
  • [ 6880-91-7 ]
  • 2
  • [ 302-95-4 ]
  • [ 633-65-8 ]
  • berberine deoxycholate ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; water; for 0.833333h; ] Accurately weighed 1.0005 grams of berberine hydrochloride dihydrate dissolved in 500mL of distilled water and dubbed berberine hydrochloride saturated solution; Accurately weighed 0. 9446grams of sodium deoxycholate dissolved in 20mL of distilled water; The aqueous solution of sodium deoxycholate was added dropwise in to the saturated solution of berberine hydrochloride under magnetic stirring, the molar ratio of berberine with sodium deoxycholate was 1: 1 and stirring was continued for 50 Min. Precipitate all precipitation, centrifugation, cleaning and collection of precipitation and freeze-drying was carried out to obtain Electrostatic complexes of berberine deoxycholate ester.
  • 3
  • [ 42017-89-0 ]
  • [ 633-65-8 ]
  • berberine salt of fenofibric acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% Example 5 Preparation of an Exemplary Berberine Salt of Fenofibric Acid (Form E Salt) 317.9 mg of <strong>[42017-89-0]fenofibric acid</strong> (1.0 mmol) was suspended in 4.0 ml of water and 1.0 ml of 1 N NaOH aqueous solution was added to get a clear colorless solution. 371.9 mg of berberine chloride (1.0 mmol) was dissolved in 12.0 ml of hot water. The hot solution of sodium fenofibrate in water was slowly added to the berberine solution. The yellow precipitate was formed. The suspension was cooled down to the ambient temperature and stirred for another 1 hour to get a bilayer solution. 2.0 ml of ethanol was added to the bilayer solution, yellow solid started to precipitate out. The slurry was stirred at the ambient temperature for 1 day. The solid was filtered and washes with water. 530.0 mg of yellow crystalline material of Form E was obtained. (Yield: 82%). Form E salt was analyzed by XRPD. The XRPD pattern of Form E salt is shown in and the results are tabulated in Table 5.
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