Basic information
- CAS
30753-39-0- Standard SMILES
COc1ccc2c(c1O)[C@@]13CCN[C@@]14C[C@@H]2O[C@@]4(OC)[C@@H](OC)[C@@H](O)C3- InChIKey
ACRRBZDXZFFIGZ-AMTPKYOQSA-N- Molecular formula
- C19H25NO6
- Average molar mass
- 363.4 g/mol
Overview
Stephuline has been reported in Stephania longa with data available.
Names & identifiers
- Preferred name
- (1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-triene-3,13-diol
- IUPAC
- (1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-triene-3,13-diol
- English name
- 8β,10β-Epoxy-3,7β,8-trimethoxyhasubanan-4,6β-diol
- Molecular formula
- C19H25NO6
- Molecular weight
- 363.4
Names & synonyms
Stephuline8β,10β-Epoxy-3,7β,8-trimethoxyhasubanan-4,6β-diolHasubanan-4,6-diol, 8,10-epoxy-3,7,8-trimethoxy-, (6β,7β,8β,10β)- (9CI)
Database identifiers
- CAS
30753-39-0- Nikkaji
- J17.820I
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 89.4 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 3
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 590
Physicochemical properties
- Melting point
- 223 · 223-5°C
- Boiling point
- 558.1 · 558.1±50.0 °C(Predicted)
- Density
- 1.41 · 1.41±0.1 g/cm3(Predicted)
- pka
- 9.82 · 9.82±0.70(Predicted)
Chemistry & industry
Applications
DescriptionIsolated from Stephania hernandifolia, this base forms colourless crystals from CHCl3 and has [α]32D + 93° (c 0.55, MeOH). It gives an ultraviolet spectrum in EtOH which exhibits two absorption maxima at 226 and 283 mil. The base contains three methoxyl groups, one phenolic and one non-phenolic hydroxyl group and an imino group. The N-methyl derivative is crystalline with m.p. 125-8°C.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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