Liensinine
Basic information
- CAS
2586-96-1- Standard SMILES
COc1cc2c(cc1OC)[C@@H](Cc1ccc(O)c(Oc3cc4c(cc3OC)CCN(C)[C@@H]4Cc3ccc(O)cc3)c1)N(C)CC2- InChIKey
XCUCMLUTCAKSOZ-FIRIVFDPSA-N- Molecular formula
- C37H42N2O6
- Average molar mass
- 610.7 g/mol
- Monoisotopic mass
- 610.30428706
Overview
Liensinine is a member of isoquinolines.
Names & identifiers
- Preferred name
- Liensinine
- IUPAC
- 4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
- English name
- Liensinine
- Molecular formula
- C37H42N2O6
- Molecular weight
- 610.74
Names & synonyms
Liensinine2586-96-14-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol4-(((1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl)-2-(((1R)-1-((4-hydroxyphenyl)methyl)-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)oxy)phenol4-{[(1R)-6,7-DIMETHOXY-2-METHYL-3,4-DIHYDRO-1H-ISOQUINOLIN-1-YL]METHYL}-2-{[(1R)-1-[(4-HYDROXYPHENYL)METHYL]-6-METHOXY-2-METHYL-3,4-DIHYDRO-1H-ISOQUINOLIN-7-YL]OXY}PHENOLRefChem:153400683-151-0HiensinineMFCD03427702Liensinine Perchlorate4-{[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2-{[(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl]oxy}phenolDTXSID80948754
Show more names
Liensinine USP/EP/BPLiensinine perchlorafePhenol,4-[[(1R)-1,2,3,4-tetrahydro-6, 7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinyl]oxy]-
Properties
Computed structural properties
- XLogP
- 6.4
- Topological polar surface area
- 83.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 45
- Formal charge
- 0
- Complexity
- 917
Physicochemical properties
- Melting point
- 95 · 95-99 °C
- Boiling point
- 722 · 722.0±60.0 °C(Predicted)
- Density
- 1.218 · 1.218±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer, Under inert atmosphere
- solubility
- Acetone (Slightly), Chloroform (Slightly)
- form
- Solid
- pka
- 9.28 · 9.28±0.45(Predicted)
- color
- White to Off-White
- InChIKey
- XCUCMLUTCAKSOZ-FIRIVFDPSA-N
- SMILES
- C1(O)=CC=C(C[C@@H]2C3=C(C=C(OC)C(OC)=C3)CCN2C)C=C1OC1=CC2=C(C=C1OC)CCN(C)[C@@H]2CC1=CC=C(O)C=C1
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 300 · H300
- Precautionary statements
- 264 · P264-P270-P301+P310-P321-P330-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (50%): Fatal if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P271, P301+P316, P304+P340, P319, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (50%)
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- Hazard statements
- H300
- Precautionary statements
- P264-P270-P301+P310-P321-P330-P405-P501
Chemistry & industry
Applications
DescriptionThe isomer of isoliensinine (q.v.), this alkaloid is present in the embryo of the seeds of Nelumbo nucifera Gaertn.
UsesLiensinine is a bisbenzylisoquinoline alkaloid with inhibitory properties towards the activation of microglial cells. In testing with rats, iensinine decreased epileptic discharges were observed on electrocorticograms.
Additional notes
DefinitionChEBI: Liensinine is a member of isoquinolines.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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