Basic information
- CAS
41758-66-1- Standard SMILES
COC1=C(C)C(=O)OC12C(=O)C(C)=C1CCCCN3CCCC132- InChIKey
YRGLLFADJRHUKM-UHFFFAOYSA-N- Molecular formula
- C18H23NO4
- Average molar mass
- 317.4 g/mol
- Monoisotopic mass
- 317.16270821
Overview
Isostemonamine has been reported in Stemona japonica and Stemona kerrii with data available.
Names & identifiers
- Preferred name
- Isostemonamine
- IUPAC
- 4'-methoxy-3',11-dimethylspiro[5-azatricyclo[8.3.0.01,5]tridec-10-ene-13,5'-furan]-2',12-dione
- English name
- (±)-Isostemonamine
- Molecular formula
- C18H23NO4
- Molecular weight
- 317.38
Names & synonyms
Isostemonamine4'-methoxy-3',11-dimethylspiro[5-azatricyclo[8.3.0.01,5]tridec-10-ene-13,5'-furan]-2',12-dione41758-67-2Spiro(1H-cyclopenta(b)pyrrolo(1,2-a)azepine-11(10H),2'(5'H)-furan)-5',10-dione, 2,3,5,6,7,8-hexahydro-3'-methoxy-4',9-dimethyl-, (2'R*,11aS*)-Spiro(1H-cyclopenta(b)pyrrolo(1,2-a)azepine-11(10H),2'(5'H)-furan)-5',10-dione, 2,3,5,6,7,8-hexahydro-3'-methoxy-4',9-dimethyl-, (2'R,11aS)-rel-4'-methoxy-3',11-dimethylspiro(5-azatricyclo(8.3.0.01,5)tridec-10-ene-13,5'-furan)-2',12-dioneRefChem:150001Stemonamine41758-66-1(+/-)-StemonamineSCHEMBL30524199DTXSID90961959
Show more names
(±)-Isostemonaminerac-(8R*,8aS*)-3'-Methoxy-6,4'-dimethyl-1,8a-propano-1,2,3,4,5,7-hexahydrospiro[cyclopenta[b]azepine-8(8aH),2'(5'H)-furan]-7,5'-dione
3'-Methoxy-4',9-dimethyl-2,3,5,6,7,8-hexahydro-1H,5'H,10H-spiro[cyclopenta[b]pyrrolo[1,2-a]azepine-11,2'-furan]-5',10-dioneSpiro(1H-cyclopenta(b)pyrrolo(1,2-a)azepine-11(10H),2'(5'H)-furan)-5',10-dione, 2,3,5,6,7,8-hexahydro-3'-methoxy-4',9-dimethyl-, (2'R*,11aR*)-Spiro(1H-cyclopenta(b)pyrrolo(1,2-a)azepine-11(10H),2'(5'H)-furan)-5',10-dione, 2,3,5,6,7,8-hexahydro-3'-methoxy-4',9-dimethyl-, (2'R,11aR)-rel-
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 677
Physicochemical properties
- Melting point
- 148 · 148-149 °C(Solv: ethyl ether (60-29-7))
- Boiling point
- 564.8 · 564.8±50.0 °C(Predicted)
- Density
- 1.27 · 1.27±0.1 g/cm3(Predicted)
- pka
- 7.01 · 7.01±0.70(Predicted)
Chemistry & industry
Applications
DescriptionA minor alkaloid of Stemona japonica the alkaloid is stereoisomeric with Stemonamine (q.v.). The structure has been determined from spectroscopic data.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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