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B3916

Supelco

Boldine

analytical standard

Synonym(s):

2,9-Dihydroxy-1,10-dimethoxyaporphine

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About This Item

Empirical Formula (Hill Notation):
C19H21NO4
CAS Number:
476-70-0
Molecular Weight:
327.37
Beilstein:
94036
EC Number:
207-509-9
MDL number:
MFCD00135040
UNSPSC Code:
41116107
PubChem Substance ID:
329773223
NACRES:
NA.24

biological source

plant (Peumus boldus molina)

Quality Level

100

grade

analytical standard

Assay

≥98% (TLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤1% isopropanol

mp

157-164  °C

solubility

ethanol: 50 mg/mL

application(s)

food and beverages
forensics and toxicology
veterinary

format

neat

storage temp.

room temp

SMILES string

COc1cc-2c(CC3N(C)CCc4cc(O)c(OC)c-2c34)cc1O

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

InChI key

LZJRNLRASBVRRX-ZDUSSCGKSA-N

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General description

Boldine is an aporphine alkaloid isolated from Boldo tree and other plant species. It is a free radical scavenger with anti-inflammatory activity while exhibiting other pharmacological effects such as antidiabetic, antiplatelet aggregation, antipyretic, antinociceptive, antiatherogenic, hepatoprotective and endothelium-protective activity.

Application

Boldine may be used as an analytical reference standard for the quantification of the analyte in biological samples and pharmaceutical preparations using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3487
BCBX5558
BCBN6341V
BCBN6341
SLBB0164V

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Mat Ropi Mukhtar et al.
Molecules (Basel, Switzerland), 14(3), 1227-1233 (2009-03-28)
The stem bark of Phoebe grandis afforded one new oxoproaporphine; (-)-grandine A (1), along with six known isoquinoline alkaloids: (-)-8,9-dihydrolinearisine (2), boldine, norboldine, lauformine, scortechiniine A and scortechiniine B. In addition to that of the new compound, complete 1H- and
Eduardo L Konrath et al.
Neurotoxicology, 29(6), 1136-1140 (2008-07-02)
Boldine is one of the most potent natural antioxidants and displays some important pharmacological activities, such as cytoprotective and anti-inflammatory activities, which may arise from its free radical scavenging properties. Given that the pathogenesis of brain ischemia/reperfusion has been associated
Advances in development of dopaminergic aporphinoids.
Ao Zhang et al.
Journal of medicinal chemistry, 50(2), 171-181 (2007-01-19)
Qi-Zhi Zhao et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 40(10), 931-934 (2006-01-18)
To study the alkaloid constituents of the root of Lindera angustifolia Cheng. The constituents were isolated and purified by column chromatography and the structures were characterized by spectral analysis. Seven aporphine alkaloids, laurotetanine (I), N-methyllaurotetanine (II), boldine (III), isoboldine (IV)
Yeh Siang Lau et al.
Biochemical pharmacology, 85(3), 367-375 (2012-11-28)
Increased oxidative stress is involved in the pathogenesis and progression of diabetes. Antioxidants are therapeutically beneficial for oxidative stress-associated diseases. Boldine ([s]-2,9-dihydroxy-1,10-dimethoxyaporphine) is a major alkaloid present in the leaves and bark of the boldo tree (Peumus boldus Molina), with
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