Leucomycin V, 9-O-(5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetate
Basic information
- CAS
24916-51-6- Standard SMILES
CO[C@@H]1[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)[C@@H](O[C@H]2CC[C@H](N(C)C)[C@H](C)O2)/C=C/C=C/C[C@@H](C)OC(=O)C[C@H]1OC(C)=O- InChIKey
ZPCCSZFPOXBNDL-RSMXASMKSA-N- Molecular formula
- C45H76N2O15
- Average molar mass
- 885.1 g/mol
- Monoisotopic mass
- 884.52456972
Overview
Spiramycin II is a macrolide antibiotic produced by various Streptomyces species. It has a role as an antimicrobial agent, an antibacterial drug and a bacterial metabolite. It is an aldehyde, a macrolide, an ether, an acetate ester, a tertiary amino compound and a disaccharide derivative.
Names & identifiers
- Preferred name
- Leucomycin V, 9-O-(5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetate
- IUPAC
- [(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,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-10-[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] acetate
- English name
- Acetylspiramycin
- Molecular formula
- C45H76N2O15
- Molecular weight
- 885.09
Names & synonyms
Acetyl SpiramycinAcetylspiramycin [JAN]UNII-05298J5WMULeucomycin V, 9-O-((2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetateLeucomycin V, 9-O-(5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetateSCHEMBL564153DTXSID601369429LMPK05000002AKOS026750146Leucomycin V, 9-O-(5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetate, (9(2R,5S,6R))-NS00011659Q27114189
Show more names
spiramycin iiC12891spiramycinbspiramycin2foromacidinbAcetyl helixforomacidinebACETYLSPIRAMYCINSpiramycin II (6CI)Acetylspiramycin (ASPM)
(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-{[(2S,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}-10-{[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]oxy}-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl acetate
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 201 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 13
- Heavy atoms
- 62
- Formal charge
- 0
- Complexity
- 1,480
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
LipidsPolyketides [PK] -> Ansamycins and related polyketides [PK05]
Physicochemical properties
- Melting point
- 130 · 130-1330C
- alpha
- 20 · D20 -86°
- Boiling point
- 916.7 · 916.7±65.0 °C(Predicted)
- Density
- 1.21 · 1.21±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- DMSO (Slightly, Sonicated), Methanol (Very Slightly, Heated)
- pka
- 13.06 · 13.06±0.70(Predicted)
- form
- Solid
- color
- White to Light Yellow
- InChIKey
- TXVWWVGEGBCUMX-HOUNXPESSA-N
- SMILES
- O=CCC1CC(C)C(OC2OC(C)C(N(C)C)CC2)C=CC=CCC(OC(=O)CC(OC(=O)C)C(OC)C1OC3OC(C)C(OC4OC(C)C(O)C(O)(C)C4)C(N(C)C)C3O)C
Chemistry & industry
Applications
UsesAntibiotic substance classified in the erythromycin-carbomycin group
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: A macrolide antibiotic produced by various Streptomyces species.
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