(2Z,4S)-4-(Acetyloxy)-N-((2R,3R,5S,6S)-6-((2E,4E)-5-((2R,3R,4S,6S)-4-(chloromethyl)tetrahydro-3,4,6-trihydroxy-6-methyl-2H-pyran-2-yl)-3-methyl-2,4-pentadien-1-yl)tetrahydro-2,5-dimethyl-2H-pyran-3-yl)-2-pentenamide
Basic information
- CAS
146478-74-2- Standard SMILES
CC(=O)O[C@@H](C)/C=C\C(=O)N[C@@H]1C[C@H](C)[C@H](C/C=C(C)/C=C/[C@H]2O[C@](C)(O)C[C@@](O)(CCl)[C@@H]2O)O[C@@H]1C- InChIKey
RONUKPQOBQKEHX-QHYZBLTGSA-N- Molecular formula
- C27H42ClNO8
- Average molar mass
- 544.1 g/mol
- Monoisotopic mass
- 543.259895
Overview
[(Z,2S)-4-[[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(2R,3R,4S,6S)-4-(chloromethyl)-3,4,6-trihydroxy-6-methyloxan-2-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]carbamoyl]but-3-en-2-yl] acetate has been reported in Pseudomonas with data available.
Names & identifiers
- Preferred name
- (2Z,4S)-4-(Acetyloxy)-N-((2R,3R,5S,6S)-6-((2E,4E)-5-((2R,3R,4S,6S)-4-(chloromethyl)tetrahydro-3,4,6-trihydroxy-6-methyl-2H-pyran-2-yl)-3-methyl-2,4-pentadien-1-yl)tetrahydro-2,5-dimethyl-2H-pyran-3-yl)-2-pentenamide
- IUPAC
- [(Z,2S)-5-[[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(2R,3R,4S,6S)-4-(chloromethyl)-3,4,6-trihydroxy-6-methyloxan-2-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]amino]-5-oxopent-3-en-2-yl] acetate
- English name
- FR901463
- Molecular formula
- C27H42ClNO8
- Molecular weight
- 544.08
Names & synonyms
146478-74-2DTXSID201098220(2Z,4S)-4-(Acetyloxy)-N-((2R,3R,5S,6S)-6-((2E,4E)-5-((2R,3R,4S,6S)-4-(chloromethyl)tetrahydro-3,4,6-trihydroxy-6-methyl-2H-pyran-2-yl)-3-methyl-2,4-pentadien-1-yl)tetrahydro-2,5-dimethyl-2H-pyran-3-yl)-2-pentenamide(2Z,4S)-4-(Acetyloxy)-N-[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(2R,3R,4S,6S)-4-(chloromethyl)tetrahydro-3,4,6-trihydroxy-6-methyl-2H-pyran-2-yl]-3-methyl-2,4-pentadien-1-yl]tetrahydro-2,5-dimethyl-2H-pyran-3-yl]-2-pentenamideRefChem:1050040DTXCID201529964WB 2663A[(Z,2S)-4-[[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(2R,3R,4S,6S)-4-(chloromethyl)-3,4,6-trihydroxy-6-methyloxan-2-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]carbamoyl]but-3-en-2-yl] acetate[(Z,2S)-5-[[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(2R,3R,4S,6S)-4-(chloromethyl)-3,4,6-trihydroxy-6-methyloxan-2-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]amino]-5-oxopent-3-en-2-yl] acetate2-Pentenamide, 4-(acetyloxy)-N-[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(2R,3R,4S,6S)-4-(chloromethyl)tetrahydro-3,4,6-trihydroxy-6-methyl-2H-pyran-2-yl]-3-methyl-2,4-pentadien-1-yl]tetrahydro-2,5-dimethyl-2H-pyran-3-yl]-, (2Z,4S)-
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 135 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 10
- Heavy atoms
- 37
- Formal charge
- 0
- Complexity
- 892
Physicochemical properties
- Boiling point
- 715.397 · 715.397±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.235 · 1.235±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 12.466 · 12.466±0.70(predicted)
Chemistry & industry
Applications
UsesFR901463 is a potent anti-cancer agent and can be used for cancer research. FR901463 enhances the transcriptional activity of the promoter of SV40 DNA virus[1].
Additional notes
DefinitionChEBI: A cyclic hemiketal isolated from the fermentation broth of Pseudomonas sp.no.2663. It displays potent cytotoxic activity against human tumour cells.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…