365602

Sigma-Aldrich

Sinomenine

0.3 mol chloroform of crystallization

Empirical Formula (Hill Notation):
C19H23NO4 · 0.3CHCl3
CAS Number:
Molecular Weight:
365.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

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

Exclamation markHealth hazard

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
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....
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...
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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