Description
Key facts
CAS number:85416-75-7,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:275.34 Da,
Molecular formula:C16H21NO3,
PubChem:448055,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mM,
Biochemical name:(R)-(-)-Rolipram,
Biological description:Selective PDE4 inhibitor (IC50 = 0.22 μM). More active enantiomer: 2-10-fold more potent that the (S)-(+)-enantiomer (ab120030).,
Canonical smiles:COC1=C(C=C(C=C1)C2CC(=O)NC2)OC3CCCC3,
Isomeric smiles:COC1=C(C=C(C=C1)[C@H]2CC(=O)NC2)OC3CCCC3,
InChi:InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)/t12-/m0/s1,
InChiKey:HJORMJIFDVBMOB-LBPRGKRZSA-N,
IUPAC Name:(4R)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions-+4°C, Appropriate long-term storage conditions-+4°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
CREBBP also called CREB-binding protein and Cytochrome P450 3A4 (CYP3A4) are important proteins in human biology. CREBBP has a mass of approximately 265 kDa and is widely expressed across different tissues. It functions as a transcriptional co-activator with intrinsic acetyltransferase activity. CYP3A4 an important enzyme in the cytochrome P450 superfamily weighs about 57 kDa and is mainly found in the liver and intestines where it plays a significant role in drug metabolism. The PDE4 family including isoforms PDE4A PDE4B PDE4C and PDE4D are cAMP-specific phosphodiesterases with isoform-specific roles in degrading cyclic AMP an essential second messenger molecule in cells.
Biological function summary
CREBBP interacts with many transcription factors and co-regulates gene expressions essential for cell growth differentiation and apoptosis. It is part of large protein complexes including the transcription machinery. CYP3A4 metabolizes a vast array of xenobiotics and endogenous compounds influencing drug clearance and metabolic activation. The PDE4 family consisting of PDE4A PDE4B PDE4C and PDE4D regulates cellular cAMP levels affecting various signaling pathways linked to inflammation and immune response.
Pathways
CREBBP participates in the chromatin remodeling and gene transcription pathways relating to proteins like p300. CYP3A4 is integral to the drug metabolism pathway closely interacting with proteins such as CYP2C9. PDE4 isoforms contribute to the cAMP signaling pathway affecting downstream proteins involved in immune and inflammatory responses. In these pathways they modulate signaling cascades important for physiological responses.
Mutations or dysregulation of CREBBP associate with Rubinstein-Taybi syndrome and certain cancers. CREBBP interacts with p300 which also links to these conditions. CYP3A4 dysfunction can influence the progression of liver diseases and drug-induced hepatotoxicity. PDE4 inhibitors like those targeting PDE4D and PDE4B show therapeutic potential in treating inflammatory diseases such as asthma and chronic obstructive pulmonary disease (COPD) with connections to immune-modulating proteins.
