F3055

Flavopiridol hydrochloride hydrate

≥98% (HPLC), CDK and CDC25 phosphatase family inhibitor, powder

• Synonym(s): (−)-2-(2-Chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-1-benzopyran-4-one hydrochloride, L-86-8276, NSC-649890
• Empirical Formula (Hill Notation): C₂₁H₂₀ClNO₅ ·HCl · xH₂O
• CAS Number: 131740-09-5
• Molecular Weight: 438.30 (anhydrous basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724481
• NACRES: NA.77
• MDL number: MFCD26792554
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Product Name: Flavopiridol hydrochloride hydrate, ≥98% (HPLC), powder
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to light brown
• solubility: H₂O: ~2 mg/mL, DMSO: >5 mg/mL
• storage temp.: 2-8°C
• SMILES string: OC1=C(C(C=C(C2=C(Cl)C=CC=C2)O3)=O)C3=C([C@H]4CCN(C)C[C@H]4O)C(O)=C1.Cl
• InChI: 1S/C21H20ClNO5.ClH/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22;/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3;1H/t12-,17+;/m0./s1
• InChI key: LGMSNQNWOCSPIK-LWHGMNCYSA-N
• Gene Information: human ... CDK1(983), CDK2(1017), CDK4(1019), CDK6(1021), CDK7(1022), CDK9(1025)

Description

Application

Flavopiridol hydrochloride hydrate has been used:

• as a cyclin-dependent kinase 9 (CDK9) inhibitor to study its effects on histone H3 methylation at lysine 36 (H3K36) and deactivation of transcription in porcine fetal fibroblasts
• as an RNA polymerase inhibitor to study its effects on hepatic cells
• as RNA transcription inhibitor to study its effects on euchromatin coarsening in zebrafish embryo

Biochem/physiol Actions

Flavopiridol is a semi-synthetic flavone obtained from Dysoxylum binectariferum that acts as an anti-tumor agent against several cancers. It also shows anti-cancer properties due to which it has been studied in the treatment of acute myeloid leukemia (AML).

Flavopiridol hydrochloride is a potent CDK (cyclin-dependent kinase), and a CDC25 phosphatase family inhibitor.

Features and Benefits

This compound is featured on the CDKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves