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About This Item
Empirical Formula (Hill Notation):
C19H16N2O2
CAS Number:
Molecular Weight:
304.34
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
powder
Quality level:
Product Name
YC-1, powder
form
powder
Quality Level
color
white to yellow
solubility
DMSO: 10 mg/mL, H2O: insoluble
SMILES string
OCc1ccc(o1)-c2nn(Cc3ccccc3)c4ccccc24
InChI
1S/C19H16N2O2/c22-13-15-10-11-18(23-15)19-16-8-4-5-9-17(16)21(20-19)12-14-6-2-1-3-7-14/h1-11,22H,12-13H2
InChI key
OQQVFCKUDYMWGV-UHFFFAOYSA-N
Gene Information
human ... PDE5A(8654)
Application
YC-1 has been used as a hypoxia-inducible factor 1α (HIF-1α) inhibitor:
- to reduce hypoxia induced Jagged1 expression in cardiomyocytes (CMs)
- to study its effect on progenitor expansion and CD34+ and side population (SP) cell phenotype and on the proliferation rate of cells with an ability to form long term colony forming units
- to study its effect on regulating sphingosine 1-phosphate (S1P) bound to albumin induced plasminogen activator inhibitor 1 (PAI-1) expression by activating Rho/ Rho-associated protein kinase (ROCK) pathway.
Biochem/physiol Actions
NO (nitric oxide)-independent activator of soluble guanylyl cyclase.
YC-1 activates soluble guanylyl cyclase and prevents platelet aggregation and vascular contraction. It has a potential to treat circulation disorders. YC-1 also has an ability to inhibit hypoxia-inducible factor 1α (HIF-1α) activity in vitro. It acts as a potential antiangiogenic anticancer agent.
Features and Benefits
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
Vehicle-dependent effects of sphingosine 1-phosphate on plasminogen activator inhibitor-1 expression
Takahashi C, et al.
Journal of Atherosclerosis and Thrombosis, 37663-37663 (2017)
F N Ko et al.
Blood, 84(12), 4226-4233 (1994-12-15)
YC-1 [3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole] inhibited the aggregation of and ATP release from washed rabbit platelets induced by arachidonic acid (AA), collagen, U46619, platelet-activating factor (PAF), and thrombin in a concentration-dependent manner. YC-1 also disaggregated the clumped platelets caused by these inducers. The
Arnaud Courtois et al.
Environmental health perspectives, 116(10), 1294-1299 (2008-10-23)
Because pulmonary circulation is the primary vascular target of inhaled particulate matter (PM), and nitric oxide is a major vasculoprotective agent, in this study we investigated the effect of various particles on the NO-cyclic guanosine monophosphate (cGMP) pathway in pulmonary