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365602

Sigma-Aldrich

Sinomenine

0.3 mol chloroform of crystallization

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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.)

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

Signal Word

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
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
Cheng-Long Liu et al.
Zhongguo gu shang = China journal of orthopaedics and traumatology, 25(10), 877-879 (2013-01-25)
Osteoarthritis (OA) is a common chronic progressing disease in the elderly. In current there are many methods of drug treatment for knee osteoarthritis, the intra-articular injection belongs to local application, can direct effect on arthritis, is the most used and
Ying Wang et al.
Immunotherapy, 4(6), 581-586 (2012-07-14)
To study the role of sinomenine (SIN) in prolonging high-risk corneal graft survival in rats. All recipients were randomly assigned to SIN, cyclosporine A (CsA), SIN plus CsA and control groups. IL-2, IL-10, Fas-Fas ligand and CD4(+)CD25(+)FoxP3(+) T cells in
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