Totomycin

Totomycin

Clinical data
Other names	Hygromycin A, Homomycin
ATC code	none
Identifiers
IUPAC name (E)-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-Trihydroxy-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-3-[4-[(2S,3S,4S,5S)-5-acetyl-3,4-dihydroxyoxolan-2-yl]oxy-3-hydroxyphenyl]-2-methylprop-2-enamide
CAS Number	6379-56-2 Y
PubChem CID	6433481
ChemSpider	4938630 Y
UNII	3YJY415DDI
CompTox Dashboard (EPA)	DTXSID501349167 DTXSID70980360, DTXSID501349167
Chemical and physical data
Formula	C23H29NO12
Molar mass	511.480 g·mol−1
3D model (JSmol)	Interactive image
Melting point	110 to 112 °C (230 to 234 °F) (decomp.)
SMILES C/C(=C\C1=CC(=C(C=C1)O[C@H]2[C@H]([C@@H]([C@H](O2)C(=O)C)O)O)O)/C(=O)N[C@@H]3[C@@H]([C@H]([C@@H]4[C@H]([C@@H]3O)OCO4)O)O
InChI InChI=1S/C23H29NO12/c1-8(22(32)24-13-14(27)16(29)21-20(15(13)28)33-7-34-21)5-10-3-4-12(11(26)6-10)35-23-18(31)17(30)19(36-23)9(2)25/h3-6,13-21,23,26-31H,7H2,1-2H3,(H,24,32)/b8-5+/t13-,14+,15-,16-,17+,18+,19-,20+,21-,23-/m1/s1 Y Key:YQYJSBFKSSDGFO-IIHALWDASA-N Y
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Hygromycin A (also known as totomycin) is a modified cinnamic acid flanked by a furanose sugar and aminocyclitol (not to be confused with hygromycin B, belonging to an unrelated class of antibiotics, aminoglycosides). It is produced by Streptomyces hygroscopicus, first described in the 1950s.