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S8195

Swainsonine

from Metarrhizium anisopliae, ≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H15NO3
CAS Number:
72741-87-8
Molecular Weight:
173.21
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24899779
MDL number:
MFCD00017554
Beilstein/REAXYS Number:
4175740
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biological source

Metarrhizium anisopliae

Quality Level

200

assay

≥98% (TLC)

form

lyophilized powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white to faint yellow

solubility

H2O: soluble 1 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

2-8°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

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 is an indolizidine alkaloid from the plant Metarrhizium anisopliae that is used as a potent α-mannosidase inhibitor. Product S8195 has been used in chemical inhibition assays of CHO Lec2 cells to inhibit glycosylation .

Biochem/physiol Actions

Swainsonine is a potent α-mannosidase inhibitor. It also has antimetastatic, antiproliferative, and immunomodulatory activity . It also inhibits glycoprotein processing.

Packaging

1MG

Preparation Note

Soluble in water, methanol, DMSO

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

S8195-VAR: + S8195-1MG-PW: + S8195-1MG: + S8195-BULK:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
078K4010
066K4135
095K4158

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Shen Shen et al.
The Journal of biological chemistry, 286(15), 13532-13540 (2011-02-19)
Sialylated glycans serve as cell surface attachment factors for a broad range of pathogens. We report an atypical example, where desialylation increases cell surface binding and infectivity of adeno-associated virus (AAV) serotype 9, a human parvovirus isolate. Enzymatic removal of
Zhaocai Li et al.
International journal of biological sciences, 8(3), 394-405 (2012-03-07)
Swainsonine (1, 2, 8-trihyroxyindolizidine, SW), a natural alkaloid, has been reported to exhibit anti-cancer activity on several mouse models of human cancer and human cancers in vivo. However, the mechanisms of SW-mediated tumor regression are not clear. In this study
S Mohla et al.
Journal of the National Medical Association, 81(10), 1049-1056 (1989-10-01)
Swainsonine, an indolizidine alkaloid with immunomodulatory activity, has been found to be effective in inhibiting metastatic dissemination and growth of primary tumors of both murine and human origins. The unique ability of swainsonine to exhibit antimetastatic, anti-proliferative, and immunomodulatory activity
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