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F3055

Flavopiridol hydrochloride hydrate

Name: Flavopiridol hydrochloride hydrate
Brand: SIGMA

≥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

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About This Item

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

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

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).

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.

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