Esermethole
Basic information
- CAS
65166-97-4- Standard SMILES
COc1ccc2c(c1)[C@]1(C)CCN(C)[C@@H]1N2C- InChIKey
WKJDLYATGMSVOQ-KGLIPLIRSA-N- Molecular formula
- C14H20N2O
- Average molar mass
- 232.32 g/mol
- Monoisotopic mass
- 232.15756327
Overview
structure in first source
Names & identifiers
- Preferred name
- Esermethole
- IUPAC
- (3aR,8bS)-7-methoxy-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
- English name
- (3aS,8aR)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole
- Molecular formula
- C14H20N2O
- Molecular weight
- 232.32
Names & synonyms
Esermethole65166-97-4DTXSID10319130RefChem:137865DTXCID70270253(-)-Esermethole(3aS,8aR)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole(3aR,8bS)-7-methoxy-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indolePerindopril Impurity 13(3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-5-methoxy-1,3a,8-trimethylpyrrolo[2,3-b]indole; (-)-Eseroline Methyl Ether; (-)-O-Methyleseroline; NSC 340070;SCHEMBL8321657SCHEMBL30839709
Show more names
Pyrrolo[2,3-b]indole, 1,2,3,3a,8,8a-hexahydro-5-methoxy-1,3a,8-trimethyl-, (3aS,8aR)-
NSC340070NSC-340070FE162094SY424369
Database identifiers
- CAS
65166-97-4- PubChem CID
- 334566
- DTXSID
DTXSID10319130- Nikkaji
- J364.345J
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 15.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 309
Physicochemical properties
- Boiling point
- 164 · 164-167 °C
- Density
- 1.087 · 1.087±0.06 g/cm3(Predicted)
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 8.78 · 8.78±0.40(Predicted)
- color
- Dark Red to Very Dark Brown
Chemistry & industry
Applications
Uses(-)-Esermethole is a natural product and can be synthesized from Physostigmine (P398500), a parasympathomimetic, specifically, a reversible cholinesterase inhibitor obtained from the Calabar bean, used to treat glaucoma and delayed gastric emptying.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…