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Tylosin

CAT: 1596-AR-T03161-03Size: 150Dry Ice: NoHazardous: No
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CAS Number
1401-69-0
Synonyms
[4R- (4R*,5S*,6S*,7R*,9R*,11E,13E,15R*,16R*) ]-15-[[ (6-Deoxy-2,3-di-O-methyl-?-D-allopyranosyl) oxy]methyl]-6-[[3,6-dideoxy-4-O- (2,6-dideoxy-3-C-methyl-?-L-ribo-hexopyranosyl) -3- (dimethylamino) -?-D-glucopyranosyl]oxy]-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxooxacyclohexadeca-11,13-diene-7-acetaldehyde; Fradizine; Tylocine; Tylosin A; Tylosine; Vubityl 200
Molecular Formula
C46H77NO17
Molecular Weight
916.12
API Name
Tylosin

Chemical Information

Tylosin

Tylosin is a macrolide antibiotic that is tylonolide having mono- and diglycosyl moieties attached to two of its hydroxy groups. It is found naturally as a fermentation product of Streptomyces fradiae. It has a role as a xenobiotic, an allergen, a bacterial metabolite and an environmental contaminant. It is an aldehyde, a leucomycin, a macrolide antibiotic, an enone, a disaccharide derivative and a monosaccharide derivative. It is functionally related to a tylactone. It is a conjugate base of a tylosin(1+).

CAS Number1401-69-0
PubChem CID5280440
IUPAC Name2-[(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
Molecular FormulaC46H77NO17
Molecular Weight916.1
XLogP1
Topological Polar Surface Area239
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count18
Rotatable Bond Count13
Heavy Atom Count64
Formal Charge0
Complexity1560
SMILES
CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)O)N(C)C)O)CC=O)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC
InChI
InChI=1S/C46H77NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3/b15-14+,23-18+/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-/m1/s1
InChIKey
WBPYTXDJUQJLPQ-VMXQISHHSA-N
Chemical Structure
2D Structure
2D structure of Tylosin
CAS: 1401-69-0
CID: 5280440
Formula: C46H77NO17
MW: 916.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight916.1
XLogP31
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count18
Rotatable Bond Count13
Exact Mass915.51914999
Monoisotopic Mass915.51914999
Topological Polar Surface Area239 Ų
Heavy Atom Count64
Formal Charge0
Complexity1560
Isotope Atom Count0
Defined Atom Stereocenter Count21
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS3601676-01Tylosin
IAA02648-01Tylosin A

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