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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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J Hung et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 59(13), 3177-3183 (2003-10-30)
In this work we present spectroscopic study of Boldine (aporphine alkaloid) that possesses important biological activities, in particular, in interaction with the promastigotes of Leishmania mexicana. The results show the applicability of autofluorescence of this drug to determinate the possible
Fiorenza Rancan et al.
Journal of photochemistry and photobiology. B, Biology, 68(2-3), 133-139 (2002-12-07)
Natural substances extracted from lichens and boldo tree were tested in vivo and in vitro as possible UV-light filters. The protection factors were compared with that found for the references: Nivea sun Spray LSF 5, octylmethoxycinnamate (OMC) and 4-tert.-butyl-4'-methoxy dibenzoylmethane
N Santanam et al.
Atherosclerosis, 173(2), 203-210 (2004-04-06)
A corollary to the oxidation hypothesis of atherosclerosis is that the consumption of antioxidants is beneficial. However, the literature is divided in support of this conclusion. In this study, Boldine, an alkaloid of Peumus boldus and reduced form of RU486
Yeh-Siang Lau et al.
Experimental biology and medicine (Maywood, N.J.), 237(1), 93-98 (2011-12-14)
Boldine, a major aporphine alkaloid found in Chilean boldo tree, is a potent antioxidant. Oxidative stress plays a detrimental role in the pathogenesis of endothelial dysfunction in hypertension. In the present study, we investigated the effects of boldine on endothelial
Franz A Thomet et al.
Natural product communications, 5(10), 1587-1590 (2010-12-03)
Two new boldine derivatives: the 3-thiocarbamateboldine (3) and the 2,9-O,O-diacetyl-3-thiocarbamateboldine (4) have been synthesized and their cytotoxicity evaluated.
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