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[ CAS No. 463-40-1 ] {[proInfo.proName]}

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Chemical Structure| 463-40-1
Chemical Structure| 463-40-1
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Lee, Hyejin ; Yoon, Hye-Ran ; DOI:

Abstract: We developed and validated a fast, sensitive, and accurate anal. method using ultra high-pressure liquid chromatog.-electrospray ionization tandem mass spectrometry (UHPLC-ESI-MS/MS) for simultaneous extraction and quantification of 5 targeted omega fatty acids on human dried serum spots. MS/MS was performed with multiple reaction monitoring (MRM) mode under neg. electrospray ionization. We targeted omega fatty acids which are likely to have a pos. effect on various inflammatory reactions such as asthma, chronic obstructive pulmonary diseases and rheumatoid arthritis. If applicable, it is necessary to determine them as asthma biomarkers for intervention and public health. The coefficient of determination (r2) of calibration curve exhibited a good linear relationship between 0.9942 and 0.9963 in a range of 0.05-5μg mL-1. The anal. method was validated with excellent sensitivity (limit of detection; 0.005-0.01μg mL-1, limit of quantification; 0.03-0.1μg mL) that allows targeted analyses of omega fatty acids. We obtained the recoveries of 92.6 to 110.4% (RSD, 0.2-9.6%) for intraday and 92.6 to 107.6% (RSD, 1.4-7.0%) for interday. Clin. correlation between the healthy subjects and asthmatic patients sera was evaluated with the ratio of omega-3/omega-6 fatty acids. The developed method combines the advantages of easy handling dried filter paper and UHPLC-MS/MS for effectiveness of extraction and analyses step. We evaluated the validation for the quantification and applicability of human serum as a possible role of asthma biomarkers.

Keywords: Omega fatty acids ; Dried human serum spot ; UHPLC-MS ; MS ; Negative ionization ; Asthma

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Product Details of [ 463-40-1 ]

CAS No. :463-40-1 MDL No. :MFCD00065720
Formula : C18H30O2 Boiling Point : -
Linear Structure Formula :C2H5CHCHCH2CHCHCH2CHCHC7H14C(O)OH InChI Key :DTOSIQBPPRVQHS-PDBXOOCHSA-N
M.W : 278.43 Pubchem ID :5280934
Synonyms :
Octadecatrienoic acid (all cis-9,12,15);alpha-Linolenic acid;DPN63401;C18:3 (all cis-9,12,15) Fatty acid
Chemical Name :(9Z,12Z,15Z)-Octadeca-9,12,15-trienoic acid

Calculated chemistry of [ 463-40-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.61
Num. rotatable bonds : 13
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 88.99
TPSA : 37.3 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.41 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.36
Log Po/w (XLOGP3) : 6.46
Log Po/w (WLOGP) : 5.66
Log Po/w (MLOGP) : 4.38
Log Po/w (SILICOS-IT) : 5.59
Consensus Log Po/w : 5.09

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 1.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -4.78
Solubility : 0.00464 mg/ml ; 0.0000167 mol/l
Class : Moderately soluble
Log S (Ali) : -7.04
Solubility : 0.0000255 mg/ml ; 0.0000000916 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -3.96
Solubility : 0.0308 mg/ml ; 0.000111 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.03

Safety of [ 463-40-1 ]

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:
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[ 463-40-1 ]

Chemical Structure| 224568-13-2

A1267832[ 224568-13-2 ]

Linolenic-1-13C Acid

Reason: Stable Isotope

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