(1S,2E,5S,7S,8R,9S,10E,14R,15R,16S)-5-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-8-[(2S,3R,4S,6R)-3-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,7,9,14-tetramethyl-13,17-dioxabicyclo[14.1.0]heptadeca-2,10-diene-4,12-dione
Basic information
- CAS
20283-48-1- Standard SMILES
CO[C@@H]1[C@H](O)[C@@H](C)O[C@@H](OC[C@H]2[C@@H]3O[C@H]3/C=C/C(=O)[C@@](C)(O)C[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H](OC)[C@H]3O)[C@@H](C)/C=C/C(=O)O[C@@H]2C)[C@@H]1OC- InChIKey
KLGADJPDTCIJLO-FCNIXBKESA-N- Molecular formula
- C35H56O14
- Average molar mass
- 700.8 g/mol
- Monoisotopic mass
- 700.36700646
Overview
KLGADJPDTCIJLO-FCNIXBKESA-N has been reported in Streptomyces bikiniensis with data available.
Names & identifiers
- Preferred name
- (1S,2E,5S,7S,8R,9S,10E,14R,15R,16S)-5-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-8-[(2S,3R,4S,6R)-3-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,7,9,14-tetramethyl-13,17-dioxabicyclo[14.1.0]heptadeca-2,10-diene-4,12-dione
- IUPAC
- (1S,2R,3R,6E,8S,9R,10S,12S,14E,16S)-12-hydroxy-2-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-9-[(2S,3R,4S,6R)-3-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3,8,10,12-tetramethyl-4,17-dioxabicyclo[14.1.0]heptadeca-6,14-diene-5,13-dione
- English name
- chalcomycin
- Molecular formula
- C35H56O14
- Molecular weight
- 700.81
Names & synonyms
(1S,2E,5S,7S,8R,9S,10E,14R,15R,16S)-5-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-8-[(2S,3R,4S,6R)-3-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,7,9,14-tetramethyl-13,17-dioxabicyclo[14.1.0]heptadeca-2,10-diene-4,12-dioneGTPL11058HB38304,17-Dioxabicyclo[14.1.0]heptadeca-6,14-diene-5,13-dione,2-[[(6-deoxy-2,3-di-O-methyl-.beta.-D-allopyranosyl)oxy]methyl]-9-[(4,6-dideoxy-3-O-methyl-.beta.-D-xylo-hexopyranosyl)oxy]-12-hydroxy-3,8,10,12-tetramethyl-, (1S,2R,3R,6E,8S,9S,10S,12S,14E,16S)-phycomycinNSC 150439chalcomycinChalcomycin AStereoisomer of 2-[[(6-deoxy-2,3-di-O-methyl-beta-D-allopyranosyl)oxy]methyl]-9-[(4,6-dideoxy-3-O-methyl-beta-D-xylo-hexopyranosyl)oxy]-12-hydroxy-3,8,10,12-tetramethyl-4,17-dioxabicyclo[14.1.0]heptadeca-6,14-diene-5,13-dione4,17-Dioxabicyclo[14.1.0]heptadeca-6,14-diene-5,13-dione, 2-[[(6-deoxy-2,3-di-O-methyl-β-D-allopyranosyl)oxy]methyl]-9-[(4,6-dideoxy-3-O-methyl-β-D-xylo-hexopyranosyl)oxy]-12-hydroxy-3,8,10,12-tetramethyl-, (1S,2R,3R,6E,8S,9S,10S,12S,14E,16S)-
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 181 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 14
- Rotatable bonds
- 8
- Heavy atoms
- 49
- Formal charge
- 0
- Complexity
- 1,160
Physicochemical properties
- Melting point
- 121 · 121-123℃
- alpha
- 27 · D27 -43.5° (ethanol)
- Boiling point
- 825 · 825.0±65.0 °C(Predicted)
- Density
- 1.25 · 1.25±0.1 g/cm3(Predicted)
- pka
- 12.67 · 12.67±0.70(Predicted)
- form
- solid
- color
- Beige
- FDA UNII
- 3 HL8ZKNO · DS3HL8ZKNO
Chemistry & industry
Applications
UsesChalcomycin is a macrolide antibiotic and inhibitor of protein synthesis.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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