Ratjadon
Basic information
- CAS
163564-92-9- Standard SMILES
C/C=C/[C@@H]1O[C@H]([C@H](O)/C=C/C=C(\C)C[C@@H](C)/C=C(C)\C=C\[C@H]2CC=CC(=O)O2)C[C@@H](O)[C@@H]1C- InChIKey
CAYGMWMWJUFODP-AYFTZVAISA-N- Molecular formula
- C28H40O5
- Average molar mass
- 456.6 g/mol
- Monoisotopic mass
- 456.28757437
Overview
Ratjadon has been reported in Sorangium cellulosum with data available.
Names & identifiers
- Preferred name
- Ratjadon
- IUPAC
- (2R)-2-[(1E,3Z,5R,7E,9E,11R)-11-hydroxy-11-[(2S,4R,5S,6S)-4-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-2-yl]-3,5,7-trimethylundeca-1,3,7,9-tetraenyl]-2,3-dihydropyran-6-one
- English name
- RATJADONE A
- Molecular formula
- C28H40O5
- Molecular weight
- 456.61
Names & synonyms
Ratjadon163564-92-9Ratjadone(2R)-2-[(1E,3Z,5R,7E,9E,11R)-11-hydroxy-11-[(2S,4R,5S,6S)-4-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-2-yl]-3,5,7-trimethylundeca-1,3,7,9-tetraenyl]-2,3-dihydropyran-6-oneRatjadone A, Synthetic(R)-6-((1E,3Z,5R,7E,9E,11R)-11-hydroxy-11-((2S,4R,5S,6S)-4-hydroxy-5-methyl-6-((E)-prop-1-en-1-yl)tetrahydro-2H-pyran-2-yl)-3,5,7-trimethylundeca-1,3,7,9-tetraen-1-yl)-5,6-dihydro-2H-pyran-2-one2H-Pyran-2-one, 5,6-dihydro-6-[(1E,3Z,5R,7E,9E,11R)-11-hydroxy-3,5,7-trimethyl-11-[(2S,4R,5S,6S)-tetrahydro-4-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-1,3,7,9-undecatetraen-1-yl]-, (6R)-(+)-Ratjadoneorb1701720SCHEMBL29368768DTXSID901043876AKOS040747353
Show more names
RATJADONE A
DA-57352PD128667HY-123177CS-0081658T260422H-Pyran-2-one, 5,6-dihydro-6-((1E,3Z,5R,7E,9E,11R)-11-hydroxy-3,5,7-trimethyl-11-((2S,4R,5S,6S)-tetrahydro-4-hydroxy-5-methyl-6-((1E)-1-propenyl)-2H-pyran-2-yl)-1,3,7,9-undecatetraenyl)-, (6R)-
Properties
Computed structural properties
- XLogP
- 5.6
- Topological polar surface area
- 76 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 9
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 816
Physicochemical properties
- storage temp.
- -70 °C · -70°C
- solubility
- 100 μMmethanol: · aqueous buffer: ≤100μMmethanol: 20mg/mL
- form
- Clear liquid.
- InChIKey
- CAYGMWMWJUFODP-AYFTZVAISA-N
- SMILES
- O1[C@H]([C@H]([C@@H](C[C@H]1[C@H](O)\C=C\C=C(\C[C@@H](C)\C=C(\C)/C=C/[C@@H]2OC(=O)C=CC2)/C)O)C)\C=C\C
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 2 · GHS02,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H301+H311+H331-H370
- Precautionary statements
- 210 · P210-P233-P280-P301+P310-P303+P361+P353-P304+P340+P311
- target organs
- Eyes,Central nervous system
- WGK Germany
- 2 · WGK 2
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 2
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- Storage Class
- 3 - Flammable liquids
- target organs
- Eyes,Central nervous system
- Hazard statements
- H225-H301+H311+H331-H370
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
- Precautionary statements
- P210-P233-P280-P301+P310-P303+P361+P353-P304+P340+P311
Chemistry & industry
Applications
UsesRatjadone A, Synthetic is a cell-permeable polyketide that inhibits cell proliferation.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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