Boldine

Boldine
Names
IUPAC name
1,10-Dimethoxyaporphine-2,9-diol
Systematic IUPAC name
(6aS)-1,10-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Identifiers
CAS Number
  • 476-70-0 ☒N
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL388342 checkY
ChemSpider
  • 9748 checkY
ECHA InfoCard 100.006.828 Edit this at Wikidata
PubChem CID
  • 10154
UNII
  • 8I91GE2769 checkY
CompTox Dashboard (EPA)
  • DTXSID40883394 Edit this at Wikidata
InChI
  • InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1 checkY
    Key: LZJRNLRASBVRRX-ZDUSSCGKSA-N checkY
  • InChI=1/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1
    Key: LZJRNLRASBVRRX-ZDUSSCGKBM
  • CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O
Properties
Chemical formula
 C19H21NO4
Molar mass 327.380 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Boldine is an alkaloid of the aporphine class that is characteristic of the boldo tree Peumus boldus Molina. It is the most abundant alkaloid found in boldo bark,[1] although it is not present in the leaves.[2] Boldine is also found in Lindera aggregata.[3]

References

  1. ^ O'Brien, P.; Carrasco-Pozo, C.; Speisky, H. (2006). "Boldine and its Antioxidant or Health-Promoting Properties". Chemico-Biological Interactions. 159 (1): 1–17. doi:10.1016/j.cbi.2005.09.002. PMID 16221469.
  2. ^ Fuentes-Barros, G.; Castro-Saavedra, S.; Liberona, L.; et al. (2018). "Variation of the alkaloid content of Peumus boldus (boldo)". Fitoterapia. 127 (2): 179–185. doi:10.1016/j.fitote.2018.02.020. PMID 29454020.
  3. ^ Han, Z.; Zheng, Y.; Chen, N.; et al. (2008). "Simultaneous Determination of Four Alkaloids in Lindera aggregata by Ultra-High-Pressure Liquid Chromatography–Tandem Mass Spectrometry". Journal of Chromatography A. 1212 (1–2): 76–81. doi:10.1016/j.chroma.2008.10.017. PMID 18951552.
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