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Oleandomycin phosphate

CAT: 0931-T210024-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0931-T210024-02Size:50 mg
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CAS Number
7060-74-4
Target
Antibacterial, Antibiotic
Related Pathways
Microbiology/Virology
Bioactivity
Oleandomycin phosphate is a macrolide antibiotic closely related in structure to erythromycin. It exhibits antimicrobial activity similar to that of erythromycin. By interfering with the translation of activated amino acids into nascent peptide chains on the ribosome, oleandomycin inhibits protein synthesis.
Smiles
O=C1[C@]2(CO2)C[C@H](C)[C@H](O[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@@H](C)[C@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@H]1C.P(=O)(O)(O)O
Molecular Formula
C35H64NO16P
Molecular Weight
785.85
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Oleandomycin Phosphate

Oleandomycin Phosphate is the phosphate salt form of oleandomycin, a macrolide antibiotic similar to erythromycin with antimicrobial activity. Oleandomycin targets and reversibly binds to the 50S subunit of bacterial ribosomes. This prevents translocation of peptidyl tRNA leading to an inhibition of protein synthesis.

CAS Number7060-74-4
PubChem CID72492
IUPAC Name(3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-8-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione;phosphoric acid
Molecular FormulaC35H64NO16P
Molecular Weight785.9
Topological Polar Surface Area244
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count17
Rotatable Bond Count6
Heavy Atom Count53
Formal Charge0
Complexity1140
SMILES
C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)O)OC)C)C)C)O)C)C)O)N(C)C.OP(=O)(O)O
InChI
InChI=1S/C35H61NO12.H3O4P/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34;1-5(2,3)4/h16-31,34,37-39H,12-15H2,1-11H3;(H3,1,2,3,4)/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+;/m0./s1
InChIKey
RLPCJGKQKFMBEI-UOBLTHIJSA-N
Chemical Structure
2D Structure
2D structure of Oleandomycin Phosphate
CAS: 7060-74-4
CID: 72492
Formula: C35H64NO16P
MW: 785.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight785.9
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count17
Rotatable Bond Count6
Exact Mass785.39627195
Monoisotopic Mass785.39627195
Topological Polar Surface Area244 Ų
Heavy Atom Count53
Formal Charge0
Complexity1140
Isotope Atom Count0
Defined Atom Stereocenter Count18
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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