LDN193189 hydrochloride
SIGMA/SML0559 - ≥98% (HPLC)
Synonym: 4-
CAS Number: 1062368-24-4 (free base)
Empirical Formula (Hill Notation): C25H22N6 · xHCl
Molecular Weight: 406.48 (free base basis)
MDL Number: MFCD17392570
Linear Formula: C25H22N6 · xHCl
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: SML0559-25MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: SML0559-5MG
| assay | ≥98% (HPLC) |
| color | yellow to orange |
| form | powder |
| InChI | 1S/C25H22N6.ClH/c1-2-4-24 |
| InChI key | PCCDKTWDGDFRME-UHFFFAOYSA |
| Quality Level | 100  |
| shipped in | wet ice |
| SMILES string | C(C=N1)(C2=CC=C(N3CCNCC3) |
| solubility | H2O: 5 mg/mL, clear (warmed) |
| storage condition | desiccated |
| storage temp. | −20°C |
| Application: | LDN193189 hydrochloride has been used as an ALK2/3 (type I receptor serine-threonine kinases) inhibitor, to study the effect of TGFβ1/2/3 (tumor growth factor β) and BMP (bone morphogenetic protein) signaling on spinal cord development in zebrafish. It has also been used to inhibit SMAD (homologues of the Drosophila protein, mothers against decapentaplegic), in order to prevent non neuronal differentiation. |
| Biochem/physiol Actions: | Although LDN193189 is a structural analog of dorsomorphin, these two drugs are found to establish different cellular responses. In vitro analysis reveals that LDN193189 inhibits a number of intracellular kinases such as, mitogen activated protein kinase 14 and 8 ( p38and c-Jun N-terminal kinase respectively), as well as those associated with AKT (serine/threonine kinase) and mTOR (mammalian target of rapamycin) signaling mechanisms. LDN193189 is known to elevate the levels hemoglobin and thus helps to prevent the onset of anemia of inflammation. |
| Biochem/physiol Actions: | LDN193189 is a derivative of dorsomorphin that is a highly selective antagonist of BMP receptor isotypes ALK2 and ALK3 (IC50 of: 5 and 30 nM). The selectivity of LDN193189 for ALK2/3 is 200 fold over the TGF-B type receptors ALK4,-5 and -7. In murine smooth muscle cells, the compound inhibits BMP-4 induced phosphorylation of SMAD 1/5/8 with an IC50 of 5 nM. |
| Biochem/physiol Actions: | LDN193189 is a selective BMP receptor antagonist. |
| Packaging: | 5, 25 mg in glass bottle |
| Preparation Note: | The product is water soluble at a minimum of 5 mg/mL. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 51111800 |