Basic information
- CAS
157376-71-1- Standard SMILES
CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)C(=CC[C@H]3[C@H]3COC(=O)C3)[C@@]21C- InChIKey
LXNMRBHGHQWYSQ-PLNCUQKMSA-N- Molecular formula
- C28H38O5
- Average molar mass
- 454.6 g/mol
- Monoisotopic mass
- 454.27192431
Overview
20,21,22,23-tetrahydro-23-oxoazadirone is a limonoid that is 20,21,22,23-tetrahydroazadirone substituted by an additional oxo group at position 23. It has been isolated from Azadirachta indica. It has a role as a metabolite and a plant metabolite. It is a butan-4-olide, a tetracyclic triterpenoid, a cyclic terpene ketone, a limonoid and an acetate ester. It is functionally related to an azadirone.
Names & identifiers
- Preferred name
- 20,21,22,23-Tetrahydro-23-oxoazadirone
- IUPAC
- [(5R,7R,8R,9R,10R,13S,17S)-4,4,8,10,13-pentamethyl-3-oxo-17-[(3S)-5-oxooxolan-3-yl]-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
- English name
- 20,21,22,23-tetrahydro-23-oxoazadirone
- Molecular formula
- C28H38O5
- Molecular weight
- 454.59832
Names & synonyms
Chisocheton compound F157376-71-120,21,22,23-Tetrahydro-23-oxoazadironeCHEMBL1774404CHEBI:67291orb1942032SCHEMBL30278891DTXSID701142921BDBM50090908HY-N10858DA-72151CS-0637256
Show more names
Carda-1,14-dienolide, 7-(acetyloxy)-4,4,8-trimethyl-3-oxo-, (5α,7α,13α,17α,20S)-
T82738Q27135750(20S)-7alpha-(Acetyloxy)-4,4,8-trimethyl-3-oxo-5alpha,13alpha,17alpha-carda-1,14-dienolide(5alpha,7alpha,13alpha,17alpha,20S)-7-(acetyloxy)-4,4,8-trimethyl-3-oxocarda-1,14-dienolide(5I+/-,7I+/-,13I+/-,17I+/-,20S)-7-(Acetyloxy)-4,4,8-trimethyl-3-oxocarda-1,14-dienolide[(5R,7R,8R,9R,10R,13S,17S)-4,4,8,10,13-pentamethyl-3-oxo-17-[(3S)-5-oxooxolan-3-yl]-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
Database identifiers
- CAS
157376-71-1- PubChem CID
- 52952011
- DTXSID
DTXSID701142921- ChEMBL
CHEMBL1774404- ChEBI
CHEBI:67291
Properties
Computed structural properties
- XLogP
- 5
- Topological polar surface area
- 69.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 975
Physicochemical properties
- Boiling point
- 572.3 · 572.3±50.0 °C(Predicted)
- Density
- 1.17 · 1.17±0.1 g/cm3(Predicted)
Chemistry & industry
Applications
UsesChisocheton compound F is a nature product that could be isolated from the stem bark of Melia toosendan[1].
Suppliers1 total
武汉博欧特生物科技有限公司+44 (0)1223 859 353 · [email protected]
Additional notes
DefinitionChEBI: 20,21,22,23-tetrahydro-23-oxoazadirone is a limonoid that is 20,21,22,23-tetrahydroazadirone substituted by an additional oxo group at position 23. It has been isolated from Azadirachta indica. It has a role as a metabolite and a plant metabolite. It is an acetate ester, a cyclic terpene ketone, a limonoid, a tetracyclic triterpenoid and a butan-4-olide. It is functionally related to an azadirone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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