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[ CAS No. 320-67-2 ] {[proInfo.proName]}

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Chemical Structure| 320-67-2
Chemical Structure| 320-67-2
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Product Citations

Product Citations

Boyao Zhang ; George-Eugen Maftei ; Bartosz Bartmanski , et al. DOI:

Abstract: Organic carcinogens, in particular DNA-reactive compounds, contribute to the irreversible initiation step of tumorigenesis through introduction of genomic instability. Although carcinogen bioactivation and detoxification by human enzymes has been extensively studied, carcinogen biotransformation by human-associated bacteria, the microbiota, has not yet been systematically investigated. We tested the biotransformation of 68 mutagenic carcinogens by 34 bacterial species representative for the upper and lower human gastrointestinal tract and found that the majority (41) of the tested carcinogens undergo bacterial biotransformation. To assess the functional consequences of microbial carcinogen metabolism, we developed a pipeline to couple gut bacterial carcinogen biotransformation assays with Ames mutagenicity testing and liver biotransformation experiments. This revealed a bidirectional crosstalk between gut microbiota and host carcinogen metabolism, which we validated in gnotobiotic mouse models. Overall, the systematic assessment of gut microbiota carcinogen biotransformation and its interplay with host metabolism highlights the gut microbiome as an important modulator of exposome-induced tumorigenesis.

Purchased from AmBeed: ; ; ; ; ; 117-39-5 ; ; ; ; 62-44-2 ; ; ; ; ; ; ; ; ; ; ; 101-61-1 ; ; ; ; ; ; 90-94-8 ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ;

Product Details of [ 320-67-2 ]

CAS No. :320-67-2 MDL No. :MFCD00006539
Formula : C8H12N4O5 Boiling Point : -
Linear Structure Formula :- InChI Key :NMUSYJAQQFHJEW-KVTDHHQDSA-N
M.W : 244.20 Pubchem ID :9444
Synonyms :
Azacitidine;5-AzaC;Vidaza.;ladakamycin. US brand names: Mylosar;azacytidine;5AZC. 5-azacytidine;Abbreviations: 5AC;WR 183027;U 18496;NSC 103-627;NSC 102816;Mylosar;Antibiotic U 18496;Ladakamycin
Chemical Name :4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one

Calculated chemistry of [ 320-67-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.62
Num. rotatable bonds : 2
Num. H-bond acceptors : 7.0
Num. H-bond donors : 4.0
Molar Refractivity : 53.64
TPSA : 143.72 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -9.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : -0.39
Log Po/w (XLOGP3) : -2.17
Log Po/w (WLOGP) : -3.48
Log Po/w (MLOGP) : -3.39
Log Po/w (SILICOS-IT) : -2.72
Consensus Log Po/w : -2.43

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.12
Solubility : 187.0 mg/ml ; 0.765 mol/l
Class : Very soluble
Log S (Ali) : -0.32
Solubility : 118.0 mg/ml ; 0.481 mol/l
Class : Very soluble
Log S (SILICOS-IT) : 1.38
Solubility : 5900.0 mg/ml ; 24.2 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.77

Safety of [ 320-67-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335-H351-H361 Packing Group:N/A
GHS Pictogram:
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