Key Documents

View All Documentation

Swainsonine

Name: Swainsonine
Brand: SIGMA

solid, ≥99% (HPLC)

Synonym(s):

(1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol

About This Item

Empirical Formula (Hill Notation):

C₈H₁₅NO₃

CAS Number:

72741-87-8

Molecular Weight:

173.21

NACRES:

NA.32

PubChem Substance ID:

24899832

UNSPSC Code:

12352210

MDL number:

MFCD00017554

Beilstein/REAXYS Number:

4175740

This product is discontinued. Contact Technical Servicefor assistance.

Properties

Product Name

Swainsonine, synthetic

biological source

synthetic

Quality Level

200

assay

≥95% (HPLC)

form

solid

solubility

methanol: 5 mg/mL, clear, colorless to light yellow

storage temp.

−20°C

SMILES string

O[C@@H]1CCCN2C[C@@H](O)[C@@H](O)C12

InChI

1S/C8H15NO3/c10-5-2-1-3-9-4-6(11)8(12)7(5)9/h5-8,10-12H,1-4H2/t5-,6-,7?,8-/m1/s1

InChI key

FXUAIOOAOAVCGD-DCDLSZRSSA-N

Description

General description

Swainsonine is produced by endophytes, plant and insect pathogens. It is synthesized from the pipecolic acid and mevalonic acid. Swainsonine is a water-soluble indole alkaloid.

Application

Swainsonine is a potent inhibitor of various α-mannosidases, especially of α-mannosidase II. It inhibits glycoprotein processing and also acts as immune modulator.

Swainsonine has been used:

to test its effect on neural stem cell proliferation
to inhibit α-mannosidase in TC-1 tumor cells
to inhibit β1,6-branching synthesis in hepatocellular carcinoma (HCC) cells

Biochem/physiol Actions

Swainsonine is an inhibitor of α-mannosidase in endoplasmic reticulum and Golgi apparatus. It also activates the natural killer cells. Swainsonine elicits neurologic toxicity and its exposure impairs learning and memory resulting in cognitive deficit. It inhibits hepatocellular carcinoma and sensitizes them to respond to anti-cancer drug paclitaxel.[1]

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item	574775-M	S8195	218775
Sigma-Aldrich S9263 Swainsonine	Sigma-Aldrich 574775-M Swainsonine, Swainsona canescens	Sigma-Aldrich S8195 Swainsonine	Sigma-Aldrich 218775 Castanospermine, Castanospermum australe
assay ≥95% (HPLC)	assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)
biological source synthetic	biological source -	biological source Metarrhizium anisopliae	biological source -
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 100
form solid	form solid	form lyophilized powder	form solid
solubility methanol: 5 mg/mL, clear, colorless to light yellow	solubility water: 1 mg/mL, DMSO: 5 mg/mL, chloroform: soluble	solubility H₂O: soluble 1 mg/mL	solubility water: 1 mg/mL
storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C

Still not finding the right product?

Explore all of our products under Swainsonine

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Swainsonine biosynthesis genes in diverse symbiotic and pathogenic fungi

Cook D, et al.

G3 (Bethesda, Md.), 7(6), 1791-1797 (2017)

Swainsonine, an alpha-mannosidase inhibitor, may worsen cervical cancer progression through the increase in myeloid derived suppressor cells population

SilveiraCRF, et al.

PLoS ONE, 14(3), e0213184-e0213184 (2019)

N-glycosylation by N-acetylglucosaminyltransferase V enhances the interaction of CD147/basigin with integrin beta1 and promotes HCC metastasis

Cui J, et al.

The Journal of Pathology, 245(1), 41-52 (2018)

View All Related Papers

Global Trade Item Number

SKU	GTIN
S9263-.1MG	04061833421697
S9263-.5MG	04061833421703

Questions

Reviews

No rating value