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SML1464

Sigma-Aldrich

SMBA1

≥98% (HPLC)

Synonym(s):

2-[(2-Nitro-9H-fluoren-9-ylidene)methyl]-phenol, 2-[(2-Nitro-9H-fluorene-9-ylidene)methyl]phenol

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About This Item

Empirical Formula (Hill Notation):
C20H13NO3
CAS Number:
906440-37-7
Molecular Weight:
315.32
UNSPSC Code:
12352200
PubChem Substance ID:
329825898
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

OC(C=CC=C1)=C1/C=C2C(C=CC=C3)=C3C4=C\2C=C([N+]([O-])=O)C=C4

InChI

1S/C20H13NO3/c22-20-8-4-1-5-13(20)11-18-16-7-3-2-6-15(16)17-10-9-14(21(23)24)12-19(17)18/h1-12,22H/b18-11+

InChI key

PEYKRJBXACUOOB-WOJGMQOQSA-N

Biochem/physiol Actions

SMBA1 is an anti-tumor agent. It exhibits anti-proliferative effects against glioblastoma (GBM) cells.
Small-molecule Bax agonists 1 (SMBA1) is a potent and selective Bax agonist that binds to Bax, induces conformational change which blocks Bax S184 phosphorylation. SMBA1 induces apoptosis in cancer cells and suppresses lung tumor growth in vivo without significant normal tissue toxicity. SMBA1 does not bind to other B-cell lymphoma 2 (Bcl-2) family members.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shuangbo Fan et al.
Pharmacology, 105(3-4), 164-172 (2019-12-23)
SMBA1 (small-molecule Bax agonists 1), a small molecular activator of Bax, is a potential anti-tumour agent. In the present study, we investigated the biological effects of SMBA1 on glioblastoma (GBM) cells. SMBA1 reduced the viabilities of U87MG, U251 and T98G

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