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[ CAS No. 220620-09-7 ] {[proInfo.proName]}

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Chemical Structure| 220620-09-7
Chemical Structure| 220620-09-7
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Shabbir, Sanya ; Hadi, Abdullah ; Jabeen, Nusrat , et al. DOI:

Abstract: Antibiotics are the major therapeutic arsenal against bacterial infections. Yet, beneath this medical triumph lies an under investigated challenge of the potential teratological and toxicological impacts associated with the use of antibiotics. In the present study, we have explored the teratogenic potential of five commonly used antibiotics (streptomycin, metronidazole, , doxycycline and norfloxacin) on Drosophila melanogaster Oregon-R strain. Except , all other tested antibiotics significantly delayed the onset of pupariation. Consistently, metronidazole, doxycycline and resulted in statistically significant drops in egg-toadult viability and adversely affected egg-to-pupa transition. In comparison, embryonic exposure of streptomycin impeded pupa-to-fly transition. All tested antibiotics induced morphological defects in antenna, wings, proboscis, eye, head, thorax, haltere and abdomen. Interestingly, developmental exposure of antibiotics resulted in statistically significant decrease in the lifespan of both male and female flies. This suggests an increased incidence of teratogenic faults at the systemic level, which are otherwise not manifested morphologically, due to the exposure of tested antibiotics during development. Taken together, our data show that developmental exposure of antibiotics may induce varying degrees of teratogenicity in D. melanogaster. Given the genomic homology and conservation of major molecular pathways that underpin development in humans and D. melanogaster, the findings do hold translational potential.

Keywords: Antibiotics ; Drosophila melanogaster ; Development ; Teratogenicity ; Lifespan

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Product Details of [ 220620-09-7 ]

CAS No. :220620-09-7 MDL No. :MFCD00935753
Formula : C29H39N5O8 Boiling Point : -
Linear Structure Formula :- InChI Key :SOVUOXKZCCAWOJ-HJYUBDRYSA-N
M.W : 585.65 Pubchem ID :54686904
Synonyms :
GAR-936;Glycylcycline;trade name: TYGACL.;TBG-MINO;WAY-GAR-936
Chemical Name :(4S,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

Calculated chemistry of [ 220620-09-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 42
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.52
Num. rotatable bonds : 8
Num. H-bond acceptors : 10.0
Num. H-bond donors : 7.0
Molar Refractivity : 154.95
TPSA : 205.76 ?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) : -10.01 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.26
Log Po/w (XLOGP3) : -0.19
Log Po/w (WLOGP) : 0.32
Log Po/w (MLOGP) : -2.05
Log Po/w (SILICOS-IT) : -0.19
Consensus Log Po/w : 0.03

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.93
Solubility : 0.69 mg/ml ; 0.00118 mol/l
Class : Soluble
Log S (Ali) : -3.67
Solubility : 0.124 mg/ml ; 0.000211 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.64
Solubility : 0.135 mg/ml ; 0.000231 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 5.93

Safety of [ 220620-09-7 ]

Signal Word:Danger Class:9
Precautionary Statements:P201-P202-P261-P272-P273-P280-P302+P352-P305+P351+P338+P310-P308+P313-P333+P313-P391-P405-P501 UN#:3077
Hazard Statements:H317-H318-H360-H400-H411 Packing Group:Ⅲ
GHS Pictogram:
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