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Merck
CN

B0152

(−)-Bebeerine

~95% (TLC)

Synonym(s):

Aristolochine, Curine

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About This Item

Empirical Formula (Hill Notation):
C36H38N2O6
CAS Number:
436-05-5
Molecular Weight:
594.70
UNSPSC Code:
12171500
PubChem Substance ID:
24891506
EC Number:
207-109-4
MDL number:
MFCD00083250

Key Documents

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InChI key

NGZXDRGWBULKFA-VSGBNLITSA-N

InChI

1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-36-34-24(19-33(42-4)35(36)40)12-14-38(2)28(34)16-22-7-10-29(39)30(17-22)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28-/m1/s1

SMILES string

[H][C@@]12Cc3ccc(Oc4c(O)c(OC)cc5CCN(C)[C@]([H])(Cc6ccc(O)c(Oc7cc1c(CCN2C)cc7OC)c6)c45)cc3

assay

~95% (TLC)

storage temp.

2-8°C

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
123H0034
040H00461

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V Castranova et al.
Toxicology and applied pharmacology, 108(2), 242-252 (1991-04-01)
The Chinese have conducted extensive studies concerning the medicinal properties of plant products. In this investigation the ability of three bisbenzylisoquinoline alkaloids to inhibit particle-induced activation of alveolar macrophages was evaluated and this inhibitory potential was correlated with the ability
Hidenori Naruoka et al.
Brain research. Developmental brain research, 143(2), 233-244 (2003-07-12)
Two independent in vitro regeneration systems of the embryonic chick retina (E4-5) were used to study the mobilisation of intracellular calcium by the neurotransmitters acetylcholine (ACh) and glutamate, as measured by Fura-2 fluorescence changes. Retinal pigment epithelium (RPE) explants under
Jaime Ribeiro-Filho et al.
Toxins, 11(12) (2019-12-11)
Curine is a bisbenzylisoquinoline alkaloid (BBA) with anti-allergic, analgesic, and anti-inflammatory properties. Previous studies have demonstrated that this alkaloid is orally active at non-toxic doses. However, the mechanisms underlying its anti-inflammatory effects remain to be elucidated. This work aimed to
Hang Xu et al.
Food & function, 10(10), 6517-6532 (2019-09-21)
Pyracantha fortuneana fruits are consumed as a dietary supplement in China and attenuate obesity and metabolic disorders. Obesity is known to be associated with intestinal barrier dysfunction driven by hyperglycemia and gut dysbiosis. However, whether the health benefits of P.
Y Kondo et al.
Biochemical pharmacology, 46(10), 1861-1863 (1993-11-17)
The bisbenzylisoquinoline (BBI) alkaloids chondocurine, cycleanine, tetrandrine and berbamine were tested for their capacity to suppress hepatic injury and production of tumor necrosis factor (TNF) induced by lipopolysaccharide (LPS) in mice primed with bacillus Calmette-Guerin (BCG). When administered for three
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