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8-Fluoro Erythromycin

CAT: 0024-sc-496400Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0024-sc-496400Size:10 mg
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CAS Number
82664-20-8

Chemical Information

Flurithromycin

Flurithromycin is an erythromycin derivative that is erythromycin A in which the hydrogen attached to the carbon at position 8 (alpha to the ketone carbonyl group) has been replaced by a fluorine. It has been used (generally as the corresponding monoethyl succinate ester) as an antibacterial drug. It has a role as an antibacterial drug. It is an organofluorine compound, a cyclic ketone, an erythromycin derivative and a semisynthetic derivative. It is functionally related to an erythromycin A.

CAS Number82664-20-8
PubChem CID71260
IUPAC Name(3R,4S,5S,6R,7R,9S,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-9-fluoro-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
Molecular FormulaC37H66FNO13
Molecular Weight751.9
XLogP2.8
Topological Polar Surface Area194
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Heavy Atom Count52
Formal Charge0
Complexity1230
SMILES
CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)(C)F)C)O)(C)O
InChI
InChI=1S/C37H66FNO13/c1-14-24-37(10,46)29(42)21(5)28(41)34(7,38)17-35(8,45)31(52-33-26(40)23(39(11)12)15-18(2)48-33)19(3)27(20(4)32(44)50-24)51-25-16-36(9,47-13)30(43)22(6)49-25/h18-27,29-31,33,40,42-43,45-46H,14-17H2,1-13H3/t18-,19+,20-,21+,22+,23+,24-,25+,26-,27+,29-,30+,31-,33+,34+,35-,36-,37-/m1/s1
InChIKey
XOEUHCONYHZURQ-HNUBZJOYSA-N
Chemical Structure
2D Structure
2D structure of Flurithromycin
CAS: 82664-20-8
CID: 71260
Formula: C37H66FNO13
MW: 751.9
Interactive 3D Structure
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Computed Properties
PropertyValue
Molecular Weight751.9
XLogP32.8
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Exact Mass751.45181932
Monoisotopic Mass751.45181932
Topological Polar Surface Area194 Ų
Heavy Atom Count52
Formal Charge0
Complexity1230
Isotope Atom Count0
Defined Atom Stereocenter Count18
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes