All Photos(1)

Y102

Sigma-Aldrich

YC-1

powder

Synonym(s):
3-(5′-Hydroxymethyl-2′-furyl)-1-benzyl indazole
Empirical Formula (Hill Notation):
C19H16N2O2
CAS Number:
Molecular Weight:
304.34
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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.

Packaging

5 mg in glass bottle
25 mg in glass insert

Biochem/physiol Actions

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.
NO (nitric oxide)-independent activator of soluble guanylyl cyclase.

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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

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)
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
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
Hypoxia-stressed cardiomyocytes promote early cardiac differentiation of cardiac stem cells through HIF-1$\alpha$/Jagged1/Notch1 signaling
Wang K, et al.
Acta Pharmaceutica Sinica. B, 8(5), 795-804 (2018)
YC-1: a potential anticancer drug targeting hypoxia-inducible factor 1
Yeo EJ, et al.
Journal of the National Cancer Institute, 95(7), 516-525 (2003)

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