swainsonine

Names

[ Name ]:
swainsonine

[Synonym ]:
D-Swainsonine
(1S,2R,8R,8aR)-Octahydroindolizine-1,2,8-triol
(1S,2R,8R,8aR)-Octahydro-1,2,8-indolizinetriol
1,2,8-Indolizinetriol, octahydro-, (1S,2R,8R,8aR)-
8A,B-INDOLIZIDINE-1,2A,8B-TRIOL
Tridolgosir
SwainMoia
UNII-RSY4RK37KQ
swainsonine synthetic
Swainsonine
MFCD00017554

Biological Activity

[Description]:

Swainsonine is an alkaloid isolated from Astragalus, acts as an inhibitor of α-mannosidase, with anti-tumor activity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Silveira CRF, et al. Swainsonine, an alpha-mannosidase inhibitor, may worsen cervical cancer progression through the increase in myeloid derived suppressor cells population. PLoS One. 2019 Mar 6;14(3):e0213184.

Chemical & Physical Properties

[ Density]:
1.38±0.1 g/cm3

[ Boiling Point ]:
353.3±21.0 °C at 760 mmHg

[ Melting Point ]:
144-145 ºC

[ Molecular Formula ]:
C₈H₁₅NO₃

[ Molecular Weight ]:
173.210

[ Flash Point ]:
209.7±20.7 °C

[ Exact Mass ]:
173.105194

[ PSA ]:
63.93000

[ LogP ]:
-0.79

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.609

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
Freely soluble (170 g/L) (25 ºC)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H332

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
NM2408666

[ HS Code ]:
29339900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Production, HPLC analysis, and in situ apoptotic activities of swainsonine toward lepidopteran, Sf-21 cell line.

Biotechnol. Prog. 30(5) , 1196-205, (2014)

Swainsonine, a secondary metabolite from Metarhizium anisopliae has been extensively studied in the complementary areas of therapeutics and toxicology. This work aims to develop a simple UV-HPLC metho...

DrugBank 3.0: a comprehensive resource for 'omics' research on drugs.

Nucleic Acids Res. 39 , D1035-41., (2011)

DrugBank (http://www.drugbank.ca) is a richly annotated database of drug and drug target information. It contains extensive data on the nomenclature, ontology, chemistry, structure, function, action, ...

Swainsonine inhibits growth and potentiates the cytotoxic effect of paclitaxel in hepatocellular carcinoma in vitro and in vivo.

Oncol. Rep. 28(6) , 2091-100, (2012)

Swainsonine, an extract from Astragalus membranaceus, exhibits broad inhibition of growth and pro-apoptotic activity in a number of tumor types. However, the underlying mechanism involved remains uncl...