Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL165790

IPRIFLAVONE
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CC(C)Oc1ccc2c(=O)c(-c3ccccc3)coc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL165790
Name IPRIFLAVONE
Phase Phase II
Structure Type MOL
InChI Key SFBODOKJTYAUCM-UHFFFAOYSA-N

Known Names

7-isopropoxyisoflavone Ipriflavona Ipriflavone NSC-755888 Osten Ostivone
10
Targets
16
Activities
3
Assay Types
1
PK Parameters
20
Publications
6
Known Names
1
Indications

Molecular Properties

280.3
MW (Da)
4.25
ALogP
3
HBA
0
HBD
39.4
PSA (Ų)
0.72
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C18H16O3
MW 280.32
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -0.08

Indications

Bone Diseases

ATC Classification

M05BX01
ipriflavone
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: DRUGS FOR TREATMENT OF BONE DISEASES

Activity Summary

IC50 14 meas. best 7.85
EC50 1 meas. best 6.38
Ki 1 meas. best 5.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Giardia intestinalis
CHEMBL612652
 IC50 7.85 7.312 14.0 5
Signal transducer and activator of transcription 1-alpha/beta
CHEMBL6101
 EC50 6.38 6.38 418.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.04 6.04 920.4 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 5.6 5.6 2512.5 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.6 5.6 2491.7 1
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 5.53 5.53 2944.3 1
Sentrin-specific protease 7
CHEMBL1741213
 IC50 5.27 5.27 5350.0 1
Bone marrow cell
CHEMBL4296515
 IC50 4.76 4.76 17200.0 1
Caspase-3
CHEMBL2334
 IC50 4.71 4.71 19700.0 1
Sentrin-specific protease 6
CHEMBL1741215
 IC50 4.24 4.24 57200.0 1
Sentrin-specific protease 8
CHEMBL1741207
 IC50 4.02 4.02 94800.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 109.65 uL.min-1.(10^6cells)-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Giardia intestinalis IC50 = 14.0 nM 7.85 Giardicidal activity against nitazoxanide-resistant Giardia intestinalis incubat... 33360795
Giardia intestinalis IC50 = 25.0 nM 7.6 Giardicidal activity against Giardia intestinalis IMSS isolate incubated for 48 ... 33360795
Giardia intestinalis IC50 = 34.0 nM 7.47 Giardicidal activity against Giardia intestinalis WB ATCC 30957 incubated for 48... 33360795
Giardia intestinalis IC50 = 45.0 nM 7.35 Giardicidal activity against albendazole-resistant Giardia intestinalis incubate... 33360795
Signal transducer and activator of transcription 1-alpha/beta EC50 = 418.0 nM 6.38 PUBCHEM_BIOASSAY: Dose response cell-based assay to measure STAT1 activation. (C... -
Giardia intestinalis IC50 = 510.0 nM 6.29 Giardicidal activity against metronidazole-resistant Giardia intestinalis incuba... 33360795
Histone deacetylase 6 IC50 = 920.4 nM 6.04 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Sodium-dependent noradrenaline transporter IC50 = 2512.5 nM 5.6 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Sodium-dependent noradrenaline transporter Ki = 2491.7 nM 5.6 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Prostaglandin G/H synthase 1 IC50 = 2944.3 nM 5.53 DRUGMATRIX: Cyclooxygenase COX-1 enzyme inhibition (substrate: Arachidonic acid) -
Sentrin-specific protease 7 IC50 = 5350.0 nM 5.27 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for inhibitors of Sentrin-s... -
Bone marrow cell IC50 = 17200.0 nM 4.76 Inhibition of RANKL-induced osteoclast differentiation in ICR mouse bone marrow ... 26923696
Caspase-3 IC50 = 19700.0 nM 4.71 PUBCHEM_BIOASSAY: Dose Response confirmation of inhibitors of Sentrin-specific p... -
Sentrin-specific protease 6 IC50 = 57200.0 nM 4.24 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for inhibitors of Sentrin-s... -
Sentrin-specific protease 8 IC50 = 94800.0 nM 4.02 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for inhibitors of Sentrin-s... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 276
39033408 10.1021/acs.jnatprod.4c00437 Mus musculus 7
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 5
33360795 10.1016/j.ejmech.2020.113110 Giardia intestinalis 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
34758374 10.1016/j.bmcl.2021.128445 Macrophage migration inhibitory factor 4
- 10.6019/CHEMBL3301361 ADMET 4
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 3
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 3
37468498 10.1038/s41467-023-40064-9 Androgen receptor 3
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
21456521 10.1021/jm1016494 RAW264.7 2

Data from ChEMBL 36 via Core Engine