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[ CAS No. 27740-01-8 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 27740-01-8
Chemical Structure| 27740-01-8
Structure of 27740-01-8 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 27740-01-8 ]

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Product Details of [ 27740-01-8 ]

CAS No. :27740-01-8 MDL No. :MFCD01861503
Formula : C21H18O12 Boiling Point : -
Linear Structure Formula :- InChI Key :DJSISFGPUUYILV-ZFORQUDYSA-N
M.W : 462.36 Pubchem ID :185617
Synonyms :
Scutellarein 7-O-β-D-glucuronide;Breviscapine;Scutellarein-7-glucuronide;Breviscapin
Chemical Name :(2S,3S,4S,5R,6S)-6-((5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Calculated chemistry of [ 27740-01-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 33
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.24
Num. rotatable bonds : 4
Num. H-bond acceptors : 12.0
Num. H-bond donors : 7.0
Molar Refractivity : 108.74
TPSA : 207.35 ?2

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) : -8.59 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.99
Log Po/w (XLOGP3) : 0.75
Log Po/w (WLOGP) : -0.15
Log Po/w (MLOGP) : -2.12
Log Po/w (SILICOS-IT) : -0.57
Consensus Log Po/w : -0.22

Druglikeness

Lipinski : 2.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 3.0
Bioavailability Score : 0.11

Water Solubility

Log S (ESOL) : -3.27
Solubility : 0.246 mg/ml ; 0.000532 mol/l
Class : Soluble
Log S (Ali) : -4.68
Solubility : 0.00958 mg/ml ; 0.0000207 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -1.63
Solubility : 10.8 mg/ml ; 0.0233 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 5.12

Safety of [ 27740-01-8 ]

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

Application In Synthesis of [ 27740-01-8 ]

* 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 [ 27740-01-8 ]

[ 27740-01-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 29390-67-8 ]
  • [ 27740-01-8 ]
  • [ 1424769-70-9 ]
YieldReaction ConditionsOperation in experiment
46% With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20℃; for 25h;Molecular sieve; Cooling with ice; Mono(6-deoxy-6-amino)-beta-CD (amino-beta-CD) was obtained in three steps from the parent beta-CD and purified by Sephadex chromatography with aqueous solution (Belanger & Perly, 1992; Croft & Bartsch, 1983). A solution of amino-beta-CD (2.2 g, 2 mmol), scutellarin (SCU, 1.1 g, 2.4 mmol), DCC (0.56 g, 3 mmol) and a small amount of 4 A molecular sieves in DMF (50 mL) were stirred for 1 h in an ice bath and subsequently for 24 h at room temperature.The insoluble materials were removed by filtration. The filtrate was poured into 300 mL of acetone. The precipitate was collected and subsequently purified on a Sephadex G-25 column with water as eluent. The residue was dried in vacuo, and amino-beta-CD conjugate was obtained in yield of 46percent.
  • 2
  • [ 29390-67-8 ]
  • [ 27740-01-8 ]
  • C42H71NO34*C21H18O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; at 25℃; for 96h;Darkness; General procedure: The CDs were prepared using a reported method[32] the required CD (0.01 mM) and SCU (0.03 mM, 13.9 mg) were added to ultra pure water (10 mL), and the mixture was stirred for 4 days at room temperature in the dark. Then, the precipitate was removed by filtration, and the filtrate was evaporated under reduced pressure to remove the solvent and dried under vacuum to obtain the SCU/CDs complexes.
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