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Merck
CN

365602

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
NACRES:
NA.22
PubChem Substance ID:
24862546
UNSPSC Code:
12352005
MDL number:
MFCD00134303

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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

SMILES string

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

InChI key

INYYVPJSBIVGPH-QHRIQVFBSA-N

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
16127DZ
07415CU
03216DY

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Lihua Zhu et al.
Molecular and cellular biochemistry, 373(1-2), 53-62 (2012-10-16)
Sinomenine, a pure alkaloid extract from Sinomenium acutum, has anti-inflammatory and immunoregulatory functions. This study investigated the efficiency and the signalling pathways involved in the effect of sinomenine on vascular smooth muscle cell (VSMC) dedifferentiation in response to platelet-derived growth
Xiao-Ling Wang et al.
Journal of Asian natural products research, 13(6), 523-528 (2011-05-31)
Two new morphinane alkaloids, 1-hydroxy-10-oxo-sinomenine (1) and 4,5-epoxy-14-hydroxy sinomenine N-oxide (2), have been isolated from the stems of Sinomenium acutum. Their structures were established by various spectral analyses, especially 2D NMR experiments. The structure of 2 was confirmed by single
Lie Xiong et al.
Immunotherapy, 4(8), 785-791 (2012-09-06)
To evaluate the immunosuppressive efficacy of alkaloid sinomenine (SIN) and the synergistic effects in combination with cyclosporin A (CsA) in acute rejection after rat renal allograft. Animals were treated with saline in group 1, SIN (30 mg/kg/d) in group 2
David Pérol et al.
BMC cancer, 12, 603-603 (2012-12-19)
Chemotherapy induced nausea and vomiting (CINV) remains a major problem that seriously impairs the quality of life (QoL) in cancer patients receiving chemotherapy regimens. Complementary medicines, including homeopathy, are used by many patients with cancer, usually alongside with conventional treatment.
Xiang-Xiang Zhao et al.
Pharmaceutical biology, 50(8), 1053-1061 (2012-07-11)
Sinomenium acutum (Thumb.) Rehd. et Wils. (Menispermaceae, SA) has been used as a traditional Chinese medicine in the treatment of various diseases for hundreds of years; it possesses favorable effects against autoimmune diseases, especially rheumatoid arthritis (RA). A great number
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