macrocin

Also known as tylocin C

Macrocin is a macrolide antibiotic. Biosynthetically, it is produced from demethylmacrocin by demethylmacrocin O-methyltransferase and is converted to tylosin, an antibiotic used in veterinary medicine, by macrocin O-methyltransferase.

In the Vinony graph

Vinony's link graph records 2 inbound references to macrocin, and connects out to medication, antibiotic and digital object identifier.

It is catalogued under the topic Macrolide antibiotics.

Vinony links it to 7 Wikipedia language editions.

Chemical data

Formula: C45H75NO17
Molecular weight: 902.1 g/mol
IUPAC name: 2-[(4R,5S,7R,9R,11E,13E,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-15-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxymethyl]-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
SMILES: CC[C@@H]1C(/C=C(/C=C/C(=O)[C@@H](C[C@@H](C([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)O)OC
InChIKey: UFUYRGNJTFAODM-MIUQDMJTSA-N
XLogP: 0.4
Polar surface area: 250 Å²
H-bond donors: 6
H-bond acceptors: 18
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: macrolides
Mass: 901.5035

Show 3 more facts

chemical formula: C₄₅H₇₅NO₁₇
canonical SMILES: CCC1C(C=C(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)(C)O)N(C)C)O)CC=O)C)C)COC4C(C(C(C(O4)C)O)O)OC
isomeric SMILES: CC[C@@H]1C(/C=C(/C=C/C(=O)[C@@H](C[C@@H](C([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)O)OC

Sources (1)