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 ;
3D model (JSmol)	Interactive image ;
ChEMBL	ChEMBL388342 ;
ChemSpider	9748 ;
ECHA InfoCard	100.006.828
PubChem CID	10154 ;
UNII	8I91GE2769 ;
CompTox Dashboard (EPA)	DTXSID40883394 ;
	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 Key: LZJRNLRASBVRRX-ZDUSSCGKSA-N ; 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;
	SMILES 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). verify (what is ?) Infobox references

Last updated June 10, 2025

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

↑ 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. hdl: 10072/389533 . PMID 16221469.
↑ 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.
↑ 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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[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. hdl: 10072/389533 . 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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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 ^Y
ChemSpider	9748 ^Y
ECHA InfoCard	100.006.828
PubChem CID	10154
UNII	8I91GE2769 ^Y
CompTox Dashboard (EPA)	DTXSID40883394
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^Y Key: LZJRNLRASBVRRX-ZDUSSCGKSA-N^Y 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
SMILES 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). N verify (what is ^YN ?) Infobox references