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Key Documents

G8923

Sigma-Aldrich

GANT58

≥98% (HPLC)

Synonym(s):

2,3,4,5-Tetra(4-pyridyl)thiophene, 4,4′,4′′,4′′′-Thiene-2,3,4,5-tetrayltetrapyridine

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About This Item

Empirical Formula (Hill Notation):
C24H16N4S
CAS Number:
Molecular Weight:
392.48
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

color

white to pale yellow

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

c1cc(ccn1)-c2sc(-c3ccncc3)c(-c4ccncc4)c2-c5ccncc5

InChI

1S/C24H16N4S/c1-9-25-10-2-17(1)21-22(18-3-11-26-12-4-18)24(20-7-15-28-16-8-20)29-23(21)19-5-13-27-14-6-19/h1-16H

InChI key

USWLOKMMUTWFMD-UHFFFAOYSA-N

Biochem/physiol Actions

GANT58 is a Hedgehog signaling pathway inhibitor. GANT58 inhibits the hedgehog signaling pathway downstream of Smo. GANT58 inhibits Gli transcriptional activity, and reduces cellular levels of the Hh pathway components Gli1, Shh, and patched.

Storage Class Code

11 - Combustible Solids

WGK

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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Alessandra Ciucci et al.
PloS one, 8(3), e60145-e60145 (2013-04-05)
Recent evidence links aberrant activation of Hedgehog (Hh) signaling with the pathogenesis of several cancers including medulloblastoma, glioblastoma, melanoma as well as pancreas, colorectal, and prostate carcinomas. Here we investigated the role of the transcription factor Gli1 in ovarian cancer.
Shen Gu et al.
Biochemical and biophysical research communications, 533(4), 770-778 (2020-09-30)
Microcystin-leucine-arginine (MC-LR), produced by cyanobacteria, accumulates in the liver through blood circulation. We investigated the impact of MC-LR on liver fibrosis. Mice received a daily injection of MC-LR at various concentrations for 14 consecutive days aa and then mouse liver
Lucas Unger et al.
The International journal of developmental biology (2024-01-25)
Differentiation of human induced pluripotent stem cells towards pancreatic islet endocrine cells is a complex process, involving the stepwise modulation of key developmental pathways, such as the Hedgehog signaling inhibition during early differentiation stages. In tandem with this active inhibition
Anuka Sharma et al.
Journal of cellular physiology (2019-02-05)
Resistance to therapy and metastasis remains one of the leading causes of mortality due to cervical cancer despite advances in detection and treatment. The mechanism of epithelial to mesenchymal transition (EMT) provides conceptual explanation to the invasiveness and metastatic spread
Joseph Vanderburgh et al.
ACS nano, 14(1), 311-327 (2020-01-03)
Breast cancer patients are at high risk for bone metastasis. Metastatic bone disease is a major clinical problem that leads to a reduction in mobility, increased risk of pathologic fracture, severe bone pain, and other skeletal-related events. The transcription factor

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