Swainsonine

Catalog Number	ACM72741878-1
CAS Number	72741-87-8
Description	Potent and specific inhibitor of α-mannosidase II with IC50 in submicromolar range. It inhibits three α-mannosidase II isoforms; MAN2A1 in Golgi apparatus, MAN2B1 in lysosomes and MAN2C1 in endoplasmatic reticulum. The compound reduces tumour growth and metastasis in mice by increasing the mannose content in N-linked glycans and directing the cell towards apoptosis.
Synonyms	(1S,2R,8R,8αR)-1,2,3,5,6,7,8,8α-Octahydroindolizine-1,2,8-triolTridolgosir
IUPAC Name	(1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol
Molecular Weight	173.21 g/mol
Molecular Formula	C8H15NO3
Canonical SMILES	C1C[C@H]([C@@H]2[C@@H]([C@@H](CN2C1)O)O)O
InChI	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-WCTZXXKLSA-N
Melting Point	148-149 °C
Purity	98%
Density	1.38±0.1 g/ml
Appearance	White to faint yellow powder
Storage	store at <-15℃, close container well
Complexity	176
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	4
Exact Mass	173.10519334
Harmonized Tariff Code	Switzerland: 29398000 - USA: 2939800000 - Slovakia: 2939800000 - UK: 2939800000 - China: 2939800000
Heavy Atom Count	12
Hydrogen Bond Acceptor Count	4
Hydrogen Bond Donor Count	3
Isomeric SMILES	C1C[C@H]([C@@H]2[C@@H]([C@@H](CN2C1)O)O)O
MDL Number	MFCD28100928
Monoisotopic Mass	173.10519334
PhysicalState	Powder
Rotatable Bond Count	0
Topological Polar Surface Area	63.9 Ų

Custom Q&A

What is the molecular formula of Swainsonine?

The molecular formula of Swainsonine is C8H15NO3.

What is the color of Swainsonine in its powdered form?

Swainsonine is white to faint yellow in color in its powdered form.

Where is Swainsonine naturally found?

Swainsonine is a naturally occurring alkaloidal toxin found in locoweed.

In what ways does Swainsonine inhibit glycoprotein biosynthesis?

Swainsonine inhibits the biosynthesis of complex glycoproteins by inhibiting Golgi mannosidase II.

What is the solubility of Swainsonine in water?

Swainsonine is soluble to 50 mM in water.

What is the stability of Swainsonine when stored at -20°C?

Swainsonine is stable for 1 year from the date of purchase when stored at -20°C.

How does Swainsonine inhibit the growth of transformed fibroblasts?

Swainsonine inhibits growth of transformed fibroblasts in soft agar.

What is the effect of Swainsonine on cell types, including cerebral cortical neurons?

Swainsonine induces apoptosis in a variety of cell types, including cerebral cortical neurons.

What is the toxicity effect of Swainsonine in herbivores?

Swainsonine toxicity in herbivores results in a condition known as locoism, characterized by various symptoms leading to death.

How does Swainsonine affect glycoprotein processing in lysosomes?

Swainsonine inhibits lysosomal α-mannosidase, leading to an accumulation of partially-processed oligosaccharides and glycoproteins, causing lysosomal storage disease.

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