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15533-09-2

15533-09-2 Structure

15533-09-2 Structure
IdentificationBack Directory
[Name]

(E)-2-hydroxy-N'-(1-(2-hydroxyphenyl)ethylidene)benzohydrazide
[CAS]

15533-09-2
[Synonyms]

Compound C108
Compound C108 >=98% (HPLC)
Compound C108,Compound C-108
Compound C108, 10 mM in DMSO
2-Hydroxy-N'-(1-(2-hydroxyphenyl)ethylidene)benzohydrazide
(E)-2-hydroxy-N'-(1-(2-hydroxyphenyl)ethylidene)benzohydrazide
2-hydroxy-benzoicacid,2-[1-(2-hydroxyphenyl)ethylidene]hydrazide
Benzoic acid, 2-hydroxy-, 2-[1-(2-hydroxyphenyl)ethylidene]hydrazide
[Molecular Formula]

C15H14N2O3
[MDL Number]

MFCD00565556
[MOL File]

15533-09-2.mol
[Molecular Weight]

270.28
Chemical PropertiesBack Directory
[density ]

1.24±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMF:1.0(Max Conc. mg/mL);3.7(Max Conc. mM)
DMSO:1.0(Max Conc. mg/mL);3.7(Max Conc. mM)
[form ]

powder
[pka]

8.27±0.35(Predicted)
[color ]

white to beige
Hazard InformationBack Directory
[Uses]

2-Hydroxy-benzoic Acid [1-(2-Hydroxyphenyl)ethylidene]hydrazide is a GTPase-activating protein (SH3 domain)-binding protein 2 (G3BP2) inhibitor. G3BP2 is involved with breast tumor initiation.
[Biochem/physiol Actions]

C108 is a small molecule that exhibits cancer-selective cytotoxicity (Viability = 100%/MCF-10A vs. 50%/BT-474, 67%/4T1, 70%/MDA-MB-231 & MDA-MB-453 post 48 h 1 μM C108 treatment) and synergizes with low dose paclitaxel in reducing ALDH-positive tumor-initiating cells (TIC poulation = 56.6%/control, 60.6%/0.1 μM paclitaxel alone, 47.4%/1 μM C108 alone, 7.3%/combined treatment for 24 h in BT474 breast cancer cultures) by targeting stress granule-associated protein G3BP2 (GAP SH3 domain-binding protein 2). Likewise, C108 pretreatment prior to xenografting greatly reduces BT-474 tumor-initiating frequency (from 1/175 to 1/1103 by limiting dilution xenograft assays) in mice in vivo. G3BP2 is reported to bind and stabilize SART3 mRNA, thereby indirectly regulating the core pluripotency transcription factors Oct-4 and Nanog critically involved in ESC self-renewal and breast tumor initiation.
[in vivo]

Compound C108 (1 μM; 24 h) targets and decreases tumor initiating cells (TICs), while injected BT-474 cells treated with Compound C108 into the mammary fat pad of female nonobese diabetic/severe combined immune deficiency (NOD-SCID) mice in a limiting-dilution xenograft assay[1].

Spectrum DetailBack Directory
[Spectrum Detail]

(E)-2-hydroxy-N'-(1-(2-hydroxyphenyl)ethylidene)benzohydrazide(15533-09-2)1HNMR
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