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SML1916

Marizomib

Name: Marizomib
Brand: SIGMA

From Salinospora tropica, ≥95% (HPLC), proteasome inhibitor, powder

Synonym(s):

Salinosporamide A, (1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-ylhydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione, NPI-0052

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₀ClNO₄

CAS Number:

437742-34-2

Molecular Weight:

313.78

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥95% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

Product Name

Marizomib, ≥95% (HPLC), (Salinospora tropica)

Quality Segment

100

biological source

(Salinospora tropica)

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

shipped in

wet ice

storage temp.

−20°C

SMILES string

ClCC[C@@H]1[C@@]2(OC(=O)[C@@]2(NC1=O)[C@@H](O)[C@H]3CCCC=C3)C

InChI

1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-11,18H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,11+,14+,15+/m1/s1

InChI key

NGWSFRIPKNWYAO-SHTIJGAHSA-N

Description

Application

Marizomib has been used as a proteasome inhibitor:

to study its effects on glioblastoma cell lines
to analyze its effects on the aging of killifish brain
to test its effect on protein kinase B (PKB/AKT) levels in multiple myeloma cells

Biochem/physiol Actions

Marizomib a natural product is a marine-derived β-lactone-γ-lactam. It shows therapeutic effects against hematologic and solid tumor malignancies.. It is involved in the activation of caspase-3,-8, and -9, increases the reactive oxygen species (ROS) and promotes apoptosis. Marizomib can cross the blood-brain barrier and might have the potential to treat primary brain tumors. It possesses anti-tumor properties.

Marizomib is a second generation proteasome inhibitor with anti-cancer activity.

Marizomib is a second generation proteasome inhibitor with anti-cancer activity. Marizomib binds irreversibly and potently inhibits all three 20S proteasome subunits.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c