Basic information
- CAS
5890-18-6- Standard SMILES
COc1cc2c(cc1O)CC1NCCc3cc(O)c(OC)c-2c31- InChIKey
KYVJVURXKAZJRK-LBPRGKRZSA-N- Molecular formula
- C18H19NO4
- Average molar mass
- 313.3 g/mol
- Monoisotopic mass
- 313.13140809
Overview
Norboldine has been reported in Litsea glutinosa, Neolitsea konishii, and other organisms with data available.
Names & identifiers
- Preferred name
- Npc4296
- IUPAC
- 1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
- English name
- LAUROLITSINE
- Molecular formula
- C18H19NO4
- Molecular weight
- 313.35
Names & synonyms
RefChem:1093181Npc4296Norboldine [M+H]+1,10-Dimethoxy-6a-.alpha.-noraporphine-2,9-diol6a-.alpha.-Noraporphine-2,9-diol, 1,10-dimethoxy-SCHEMBL14367906KYVJVURXKAZJRK-UHFFFAOYSA-N2,9-Dihydroxy-1,10-dimethoxynoraporphine1,10-Dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol #NorboldineLaurolistine(+)-Norboldine
Show more names
Aids161652NorpoldineAids-161652LaurolitsineNorisoboidinenorisopoldineNorboldine chloride
Database identifiers
- CAS
5890-18-6- PubChem CID
- 628557
- Nikkaji
- J3.170.282H
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 71 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 433
Experimental & physicochemical properties
Melting Point138 - 140 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 138 · 138-140 ºC
- Boiling point
- 453.15 °C · 453.15°C (rough estimate)
- Density
- 1.313 · 1.313
- refractive index
- 1.51 · 1.5100 (estimate)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Cryst.
- pka
- 9.81 · 9.81±0.20(Predicted)
- color
- Off-white to pink
- FDA UNII
- 5 MT88IS14F · 5MT88IS14F
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
DescriptionThis noraporphiae alkaloid has been obtained from Litsea japonica and Neolitsea sericea and swells at 11 5-8°C before melting. It is dextrorotatory with [o:lbl + 102.5° (EtOH) and yields a picrate as yellow needles, m.p. 212°C (dec.) and a picrolonate, m.p. 239°C (dec.). The N-methyl derivative is identical with boldine.
UsesLaurolitsine is an alkaloid extracted from Polyalthia longifolia var. pendula.
Suppliers83 total
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Additional notes
DefinitionChEBI: An isoquinoline alkaloid that is noraporphine substituted by hydroxy groups at positions 2 and 9 and methoxy groups at positions 1 and 10. Isolated from Litsea glutinosa and Lindera chunii, exhibits inhibitory activity against HIV 1 integrase.
Related reactions
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Compound notes
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