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C0868

Sigma-Aldrich

Chromeceptin

≥98% (HPLC), solid

Synonym(s):

2-Amino-3-cyano-7-dimethylamino-4-(3-trifluoromethylphenyl)-4H-chromene, 94G6

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About This Item

Empirical Formula (Hill Notation):
C19H16F3N3O
CAS Number:
331859-86-0
Molecular Weight:
359.35
MDL number:
MFCD00815850
UNSPSC Code:
51111800
PubChem Substance ID:
24724431
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

yellow to brown

solubility

H2O: <2 mg/mL
DMSO: >20 mg/mL

storage temp.

−20°C

SMILES string

CN(C)c1ccc2C(c3cccc(c3)C(F)(F)F)C(C#N)=C(N)Oc2c1

InChI

1S/C19H16F3N3O/c1-25(2)13-6-7-14-16(9-13)26-18(24)15(10-23)17(14)11-4-3-5-12(8-11)19(20,21)22/h3-9,17H,24H2,1-2H3

InChI key

GVINXTXGDDSXFQ-UHFFFAOYSA-N

Biochem/physiol Actions

Chromeceptin inhibits Insulin-like growth factor 2 (IGF2) signaling by a process that begins with chromeceptin binding to multifunctional protein 2 (MFP-2). This interaction stimulates the expression of IGF binding protein 1 (IGFBP-1) and suppressor of cytokine signaling-3 (SOCS-3), both of which activate signal transducers and activators of transcription 6 (STAT6) to attenuate IGF signals.

Features and Benefits

This compound is featured on the InsR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
106K4609

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Yongmun Choi et al.
Chemistry & biology, 13(3), 241-249 (2006-04-28)
Insulin-like growth factor 2 (IGF2) is a potent mitogen whose deregulation plays a role in developing liver, breast, and prostate cancers. Here, we take a small-molecule approach to investigate molecular pathways that modulate IGF2 signaling, by using chromeceptin, a synthetic
Yongmun Choi et al.
The Journal of biological chemistry, 278(9), 7320-7324 (2002-12-24)
An important step in the postgenomic drug discovery is the construction of high quality chemical libraries that generate bioactive molecules at high rates. Here we report a cell-based approach to composing a focused library of biologically active compounds. A collection
Hyang Sook Seol et al.
Scientific reports, 10(1), 21412-21412 (2020-12-10)
Stemness factors control microRNA expression in cancer stem cells. Downregulation of miR-100 and miR-125b is associated with tumor progression and prognosis of various cancers. Comparing miRNA profiling of patient-derived tumorsphere (TS) and adherent (2D) hepatocellular carcinoma cells, miR-100 and miR-125b

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