Basic information
- CAS
2169-44-0- Standard SMILES
COc1cc2c(cc1O)C[C@H]1c3c(cc(OC)c(OC)c3-2)CCN1C- InChIKey
ZFLRVRLYWHNAEC-AWEZNQCLSA-N- Molecular formula
- C20H23NO4
- Average molar mass
- 341.4 g/mol
- Monoisotopic mass
- 341.16270821
Overview
boldine 2-methyl ether has been reported in Aconitum sanyoense, Litsea glutinosa, and other organisms with data available.
Names & identifiers
- Preferred name
- N-Methyllaurotetanine
- IUPAC
- (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
- English name
- 4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-
- Molecular formula
- C20H23NO4
- Molecular weight
- 341.4
Names & synonyms
LauroscholtzineN-Methyllaurotetanine2169-44-0RogersineBoldine 2-methyl ether2-O-METHYLBOLDINE11558LRZ50NSC-247506NSC-247564DTXSID601760734H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)-(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
Show more names
MethyllaurotetanineNSC 247564NSC 247506(+)-N-Methyllaurotetamine(6aS)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-9-ol(+)-6-Methyl-1,2,10-trimethoxy-5,6,6aα,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol
(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinolin-9-olRefChem:30487DTXCID4098564(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline-9-olCHEMBL4640994H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-(S)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-olLaurotetanine, N-methyl derivative of
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 51.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 475
Physicochemical properties
- Melting point
- 102.5 °C · 102.5°C
- Boiling point
- 477.03 °C · 477.03°C (rough estimate)
- Density
- 1.2064 · 1.2064 (rough estimate)
- refractive index
- 1.5614 · 1.5614 (estimate)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- FDA UNII
- 11558 LRZ50 · 11558LRZ50
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 320 · H320
- Precautionary statements
- 264 · P264-P337+P313-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H320
- Precautionary statements
- P264-P337+P313-P305+P351+P338
Chemistry & industry
Applications
DescriptionThis alkaloid, identified as the N-methyl derivative of laurotetanine (q. v.), has been isolated from Escholtzia californica Cham., Phylica fengerialla and P. rogersii Pillans. The base is known in two modifications; as an amorphous powder and a colourless crystals from MeOH containing 0.5 mole of solvent, identical with rogersine (q.v.). The alkaloid has [α]D + 1110 (c 0.86, MeOH) and the ultraviolet spectrum in EtOH has absorption maxima at 219, 282 and 304 rn[J.; while that in alkaline solution (0.05 N/NaOH) has absorption maxima at 223 and 329 mil. The alkaloid yields a crystalline hydriodide, m.p. 245°C; the methiodide, m.p. 199-2000 C and the Q-ethyl (-)-tartrate, m.p. 206-7°C (dec.) giving a methiodide, m.p. 213° C.
UsesLauroscholtzine (N-Methyllaurotetanine), a natural alkaloid, is a 5-HT1A receptor agonist[1].
Suppliers30 total
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
ALB Technology Limited702-983-3769 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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