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365602

Sigma-Aldrich

Sinomenine

0.3 mol chloroform of crystallization

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About This Item

Empirical Formula (Hill Notation):
C19H23NO4 · 0.3CHCl3
CAS Number:
115-53-7
Molecular Weight:
365.20
MDL number:
MFCD00134303
UNSPSC Code:
12352005
PubChem Substance ID:
24862546
NACRES:
NA.22

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

impurities

0.3 mol chloroform of crystallization

mp

180 °C (dec.) (lit.)

functional group

ether
ketone

SMILES string

COC1=CC2[C@@H]3Cc4ccc(OC)c(O)c4[C@]2(CCN3C)CC1=O

InChI

1S/C19H23NO4/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9,12-13,22H,6-8,10H2,1-3H3/t12-,13+,19-/m1/s1

InChI key

INYYVPJSBIVGPH-QHRIQVFBSA-N

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Liver,Kidney, Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
16127DZ
07415CU
03216DY

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Mei-Yu Zhang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 38(4), 597-604 (2013-05-30)
To observe the analgesic effect of sinomenine on the neuropathic pain rat model induced by SSNI, and discuss its impact on monoamine neurotransmitters in striatal extracellular fluid. Male SD rats were randomly divided into the sham operation group, the SSNI
Y C Oh et al.
European review for medical and pharmacological sciences, 16(9), 1184-1191 (2012-10-11)
Sinomenine is an alkaloid compound and a prominent anti-inflammatory agent found in the root of the climbing plant Sinomenium acutum. However, its effects on the mechanism of human mast cell line (HMC)-1-mediated inflammation remained unknown. To provide insight into the
Xiaoyun Chai et al.
Bioorganic & medicinal chemistry letters, 22(18), 5849-5852 (2012-08-16)
In order to search for drugs with excellent anti-inflammatory activities, a series of novel sinomenine derivatives were designed, synthesized, and evaluated for their inhibition activities against NF-κB activation induced by lipopolysaccharide (LPS). Compared with the natural parent sinomenine, compounds 2a-w
Shilpa Mishra Shukla et al.
Journal of neuroinflammation, 8, 117-117 (2011-09-16)
Neuroinflammation is an important contributor to the development of neurodegenerative diseases, including Alzheimer's disease. Thus, there is a keen interest in identifying compounds, especially from herbal sources, that can inhibit neuroinflammation. Amyloid-β (Aβ) is a major component of the amyloid
Liping Zhou et al.
Molecular medicine reports, 5(5), 1256-1260 (2012-03-01)
Sinomenine (SIN) is a bioactive component derived from a Chinese medicinal plant. Our previous studies demonstrated that SIN has cytotoxic effects on human lung cancer cells. However, the antitumor molecular mechanisms of SIN have yet to be elucidated in detail.
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