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SML2608

Sigma-Aldrich

CSRM617 Hydrochloride

≥98% (HPLC)

Synonym(s):

(2,3,4-Trihydroxyphenyl-methylidene)-hydrazino-2-amino-3-hydroxy-1-propanone hydrochloride, 2-Amino-3-hydroxy-N′-(2,3,4-trihydroxybenzylidene)propanehydrazide hydrochloride, 2-[(2,3,4-trihydroxyphenyl)methylene] serinehydrazide hydrochloride (1:1)

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About This Item

Empirical Formula (Hill Notation):
C10H13N3O5 · HCl
CAS Number:
1353749-74-2
Molecular Weight:
291.69
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

OC1=C(C=CC(O)=C1O)C=NNC(C(CO)N)=O.Cl

Biochem/physiol Actions

CSRM617 is an ONECUT2 (OC2) inhibitor that directly targets OC2 HOX domain (KD = 7.43 μM) and disrupts OC2 target genes promoter binding. CSRM617 blocks OC2-dependent prostate cancer growth in cultures (IC50 = 4-50 μM; 48 h) via apoptosis induction (fold of untreated annexin V population = 2.3/10 μM, 3.5/20 μM; 22Rv1) and exhibits in vivo efficacy against metastases as well as the growth of established 22Rv1 tumor in mice in vivo (50 mg/kg/day ip.).

Signal Word

Warning

Hazard Statements

H317,H319,H341,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Muta. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Mirja Rotinen et al.
Nature medicine, 24(12), 1887-1898 (2018-11-28)
Treatment of prostate cancer (PC) by androgen suppression promotes the emergence of aggressive variants that are androgen receptor (AR) independent. Here we identify the transcription factor ONECUT2 (OC2) as a master regulator of AR networks in metastatic castration-resistant prostate cancer

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