Structure Database (LMSD)
Common Name
Oxytetracycline
Systematic Name
Synonyms
3D model of Oxytetracycline
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Oxytetracycline is a broad-spectrum tetracycline antibiotic that inhibits protein synthesis in both Gram-positive and Gram-negative bacteria. The features of its biosynthesis often serve as a representative example for understanding the synthesis of other type II polyketides.1 Oxytetracycline is also used to examine the acquisition of oxytetracycline-resistance genes, which are associated with the development of antibiotic resistance.2
This information has been provided by Cayman Chemical
References
1. Roberts, M.C. Update on acquired tetracycline resistance genes. FEMS Microbiol Lett. 245, 195-203 (2005).
2. Pickens, L.B., and Tang, Y. Oxytetracycline biosynthesis. The Journal of Biological Chemisty 285(36), 27509-27515 (2010).
String Representations
InChiKey (Click to copy)
IWVCMVBTMGNXQD-PXOLEDIWSA-N
InChi (Click to copy)
InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
SMILES (Click to copy)
[C@]12([H])[C@H](N(C)C)C(=C(C(=O)N)C(=O)[C@@]1(O)C(O)=C1[C@@]([H])([C@@](O)(C)C3C(=C(O)C=CC=3)C1=O)[C@@H]2O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
33
Rings
4
Aromatic Rings
1
Rotatable Bonds
2
Van der Waals Molecular Volume
408.81
Topological Polar Surface Area
201.85
Hydrogen Bond Donors
7
Hydrogen Bond Acceptors
10
logP
-0.38
Molar Refractivity
112.47
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Updated at
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