โอลีแอนโดมัยซิน

Oleandomycin is a macrolide antibiotic. It is synthesized from strains of Streptomyces antibioticus. It is weaker than erythromycin.

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Within Vinony's link graph, โอลีแอนโดมัยซิน is referenced by 120 other articles, and connects out to neomycin, France and antibiotic.

Its subject is documented across 12 Wikipedia language editions.

Drug.Verifiedfields: changed
Drug.verifiedrevid: 447815338
Drug.IUPAC_name: (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-14-((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-6-hydroxy-12-((2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yloxy)-5,7,8,11,13,15-hexamethyl-1,9-dioxaspiro[2.13]hexadecane-4,10-dione
Drug.image: Oleandomycin.svg
Drug.image_class: skin-invert-image
Drug.CAS_number: 3922-90-5
Drug.ATC_prefix: J01
Drug.ATC_suffix: FA05
Drug.PubChem: 5284598
Drug.ChEMBL: 606258
Drug.ChemSpiderID: 4447646
Drug.UNII: P8ZQ646136
Drug.C: 35
Drug.H: 61
Drug.N: 1
Drug.O: 12
Drug.smiles: O=C4[C@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)[C@@H]([C@@H](O[C@@H]1O[C@H]([C@H](O)[C@@H](OC)C1)C)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@@H](C)C[C@@]43OC3)C)C
Drug.StdInChI: 1S/C35H61NO12/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/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35-/m0/s1

via Wikipedia infobox

Formula: C35H61NO12
Molecular weight: 687.9 g/mol
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
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
InChIKey: RZPAKFUAFGMUPI-QESOVKLGSA-N
XLogP: 2.6
Polar surface area: 166 Å²
H-bond donors: 3
H-bond acceptors: 13
Formal charge: 0

via PubChem

1,803 papers

OLEANDOMYCIN phosphate.Journal of the American Medical Association · 1958
[Oleandomycin].Vie medicale (Paris, France : 1920) · 1958
[SENSITIVITY TO OLEANDOMYCIN].Alergia · 1964
Oleandomycin and triacetyloleandomycin.Pediatric clinics of North America · 1961
[Tetracyn-oleandomycin in urology].La Semaine des hopitaux: therapeutique · 1960

Show 6 more facts

chemical formula: C₃₅H₆₁NO₁₂
route of administration: oral administration
canonical SMILES: CC1CC(C(C(O1)OC2C(CC3(CO3)C(=O)C(C(C(C(OC(=O)C(C(C2C)OC4CC(C(C(O4)C)O)OC)C)C)C)O)C)C)O)N(C)C
defined daily dose: 1
subject has role: antibiotic
isomeric 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

Sources (5)

via Wikidata · CC0