Variamycin
Basic information
- CAS
12677-11-1- Standard SMILES
COC(C(=O)C(O)C(C)O)C1Cc2cc3cc(OC4CC(OC5CC(O)C(O)C(C)O5)C(O)C(C)O4)c(C)c(O)c3c(O)c2C(=O)C1OC1CC(OC2CC(OC3CC(O)C(OC)C(C)O3)C(O)C(C)O2)C(O)C(C)O1- InChIKey
NKGFIFLSQXHQOK-UHFFFAOYSA-N- Molecular formula
- C52H76O24
- Average molar mass
- 1,085.1 g/mol
- Monoisotopic mass
- 1,084.47265329
Overview
new glycoside antibiotic from aureolic acid group; disrupts RNA synthesis in Staph aureus, HeLa cells; complexes DNA; russian drug
Names & identifiers
- Preferred name
- Variamycin
- IUPAC
- 3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-6-[4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-2-[5-hydroxy-4-[5-hydroxy-4-(4-hydroxy-5-methoxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
- English name
- variamycin
- Molecular formula
- C52H76O24
- Molecular weight
- 1085.15
Names & synonyms
Variamycin3(C)-Demethyl-4(C)-O-methylmithramycinRefChem:193734Antibiotic 6604-9AMLS002703041SMR001566849VaramycinMithramycin, 3-C-demethyl-4-C-methyl-Variamycin glycoside12677-11-1NSC 269146cid_99927
Show more names
Mithramycin Impurity 12D-threo-2-Pentulose, 5-deoxy-1-C-[(2S,3S)-7-[[2,6-dideoxy-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-β-D-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-lyxo-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10...
Mithramycin, 3(sup C)-demethyl-4(sup C)-O-methyl-Mithramycin, 3E-demethyl-4E-O-methyl-, (4AR,4DS)-SCHEMBL26458938BDBM115153PD027570
Database identifiers
- CAS
12677-11-1- PubChem CID
- 99927
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 347 Ų
- Hydrogen bond donors
- 10
- Hydrogen bond acceptors
- 24
- Rotatable bonds
- 16
- Heavy atoms
- 76
- Formal charge
- 0
- Complexity
- 1,900
Physicochemical properties
- Boiling point
- 1155.7 · 1155.7±65.0 °C(Predicted)
- Density
- 1.47 · 1.47±0.1 g/cm3(Predicted)
- pka
- 4.54 · 4.54±0.60(Predicted)
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…