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Key Documents

B3916

Supelco

Boldine

analytical standard

Synonyme(s) :

2,9-Dihydroxy-1,10-dimethoxyaporphine

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About This Item

Formule empirique (notation de Hill):
C19H21NO4
Numéro CAS:
Poids moléculaire :
327.37
Numéro Beilstein :
94036
Numéro CE :
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Source biologique

plant (Peumus boldus molina)

Niveau de qualité

Qualité

analytical standard

Pureté

≥98% (TLC)

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Impuretés

≤1% isopropanol

Pf

157-164  °C

Solubilité

ethanol: 50 mg/mL

Application(s)

food and beverages
forensics and toxicology
veterinary

Format

neat

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

LZJRNLRASBVRRX-ZDUSSCGKSA-N

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Description générale

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.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

Franz A Thomet et al.
Molecules (Basel, Switzerland), 16(3), 2253-2258 (2011-03-09)
2,9-Dimethoxymethylboldine (2), 2,9-dimethoxymethyl-3-bromoboldine (3) and 2,9-dimethoxymethyl-3-diphenylphosphinylboldine (4) have been synthesized in an effort to find compounds with potential pharmacological applications. The cytotoxic activities of the natural precursor 1 and these three derivatives have been measured as IC₅₀ inhibitory growth. The
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
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)
Lip Yong Chung et al.
Phytotherapy research : PTR, 23(3), 330-334 (2008-10-11)
A 96-well microplate filtration based 5-HT(2A) receptor-radioligand binding assay was optimized and adopted to carry out a bioassay-guided fractionation of the methanol extract of the leaves of Litsea sessilis. This purification led to the isolation of two compounds identified as
Bangning Yu et al.
Journal of medicinal food, 12(5), 1074-1083 (2009-10-28)
Adiponectin is an adipokine secreted by differentiated adipocytes. Clinical studies suggest a negative correlation between oxidative stress and adiponectin levels in patients with metabolic syndrome or cardiovascular disease. Natural compounds that can prevent oxidative stress mediated inhibition of adiponectin may

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