Isofumigaclavine A
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Basic information
- CAS
58800-19-4- Standard SMILES
CC(=O)O[C@H]1C2c3cccc4[nH]cc(c34)C[C@H]2N(C)C[C@@H]1C- InChIKey
GJSSYQDXZLZOLR-HQNFJNNYSA-N- Molecular formula
- C18H22N2O2
- Average molar mass
- 298.4 g/mol
- Monoisotopic mass
- 298.16812795
Overview
metabolite of Penicillium roqueforti; RN given refers to (8 beta,9 alpha)-isomer; structure
Names & identifiers
- Preferred name
- Isofumigaclavine A
- IUPAC
- [(6aR,9S,10R)-7,9-dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate
- English name
- isofumigaclavine A
- Molecular formula
- C18H22N2O2
- Molecular weight
- 298.39
Names & synonyms
9-Acetoxy-6,8-dimethylergolineRefChem:149349DTXSID10891840[(6aR,9S,10R)-7,9-dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate(10xi)-6,8beta-Dimethylergolin-9alpha-yl acetateErgolin-9-ol, 6,8-dimethyl-, acetate (ester), (8beta,9alpha)-isofumigaclavine ARoquefortine A / isofumigaclavine AErgolin-9-ol, 6,8-dimethyl-, 9-acetate, (8β,9α)-
Database identifiers
- CAS
58800-19-4- PubChem CID
- 3035009
- DTXSID
DTXSID10891840
Properties
Computed structural propertiesFilling in
- XLogP
- 2.8
- Topological polar surface area
- 45.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 454
Physicochemical properties
- Boiling point
- 456.9 · 456.9±45.0 °C(Predicted)
- Density
- 1.23 · 1.23±0.1 g/cm3(Predicted)
- pka
- 17.24 · 17.24±0.60(Predicted)
Chemistry & industry
Applications
OccurrenceThis alkaloid is a metabolite of Penicillium roque forti.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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