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Compound Detail

CHEMBL8145

DAIDZEIN
🧪 Phase II
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🧪 Phase II
O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12

Basic Information

ChEMBL ID CHEMBL8145
Name DAIDZEIN
Phase Phase II
Structure Type MOL
InChI Key ZQSIJRDFPHDXIC-UHFFFAOYSA-N

Known Names

4',7-dihydroxyisoflavone Daidzein
23
Targets
51
Activities
3
Assay Types
6
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

254.2
MW (Da)
2.87
ALogP
4
HBA
2
HBD
70.7
PSA (Ų)
0.70
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C15H10O4
MW 254.24
Aromatic Rings 3
Heavy Atoms 19
NP-Likeness 0.83

Indications

Osteoporosis

Activity Summary

IC50 42 meas. best 8.0
Ki 8 meas. best 8.38
Kd 1 meas. best 5.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 7
CHEMBL2326
Ki 8.38 8.38 4.2 1
MCF7
CHEMBL387
IC50 8.0 8.0 10.0 1
Carbonic anhydrase 12
CHEMBL3242
Ki 7.25 7.25 56.4 1
Sulfotransferase 1A1
CHEMBL4886
IC50 6.54 6.54 290.0 1
Estrogen receptor beta
CHEMBL242
Ki 6.52 6.52 300.0 1
Estrogen receptor beta
CHEMBL242
IC50 6.52 5.795 303.0 8
Estrogen receptor
CHEMBL206
IC50 6.35 5.312 450.0 5
Carbonic anhydrase 4
CHEMBL3729
Ki 6.14 6.14 718.7 1
Histone deacetylase 6
CHEMBL1865
IC50 6.04 6.04 917.1 1
Ishikawa
CHEMBL614649
IC50 5.92 5.92 1200.0 1
Estrogen receptor
CHEMBL206
Ki 5.75 5.75 1800.0 1
Estrogen receptor
CHEMBL2304421
Kd 5.23 5.23 5900.0 1
UDP-glucuronosyltransferase 1A1
CHEMBL1287617
IC50 5.14 5.14 7300.0 1
Aldehyde dehydrogenase, mitochondrial
CHEMBL1935
IC50 5.05 5.05 9000.0 2
Unchecked
CHEMBL612545
IC50 5.05 4.59 9000.0 3
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL3762
IC50 4.92 4.92 12000.0 2
Monoamine oxidase
CHEMBL2095205
IC50 4.85 4.85 14000.0 2
Transthyretin
CHEMBL3194
IC50 4.8 4.8 16000.0 1
Trypanosoma brucei brucei
CHEMBL612851
IC50 4.62 4.62 23700.0 1
Neuraminidase
CHEMBL6135
IC50 4.58 4.4467 26600.0 3
Fatty acid synthase
CHEMBL4512
IC50 4.52 4.52 30000.0 1
Aldo-keto reductase family 1 member B10
CHEMBL5983
IC50 4.49 4.49 32200.0 1
Sulfotransferase 2A1
CHEMBL3007
IC50 4.47 4.47 34000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.05 4.05 88100.0 1
Aromatase
CHEMBL1978
Ki 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 130.0 nM hr ml -
Ka 1.13 10'5/M Homo sapiens
Ka 5.3 10^4L/mol Sus scrofa
Ka 1.2 10^4L/mol Sus scrofa
Ka 1.02 10^4L/mol Sus scrofa
Tmax 1.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 7 Ki = 4.2 nM 8.38 Inhibition of human recombinant carbonic anhydrase 7 preincubated for 15 mins at... 26498393
MCF7 IC50 = 10.0 nM 8.0 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 33257172
Carbonic anhydrase 12 Ki = 56.4 nM 7.25 Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins a... 26498393
Sulfotransferase 1A1 IC50 = 290.0 nM 6.54 Inhibition of rat liver SULT1A1-mediated oestradiol sulfonation incubated for 20... 33257172
Estrogen receptor beta IC50 = 303.0 nM 6.52 Binding affinity against human estrogen receptor beta (ER beta) in competitive b... 15006374
Estrogen receptor beta Ki = 300.0 nM 6.52 Inhibition of binding of 17 beta-estradiol to human Estrogen receptor beta 11459643
Estrogen receptor IC50 = 450.0 nM 6.35 Displacement of fluorescent labeled ES2 from recombinant ERalpha 20669983
Carbonic anhydrase 4 Ki = 718.7 nM 6.14 Inhibition of human recombinant carbonic anhydrase 4 preincubated for 15 mins at... 26498393
Histone deacetylase 6 IC50 = 917.1 nM 6.04 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Estrogen receptor beta IC50 = 1100.0 nM 5.96 Inhibition of binding of 17 beta-estradiol to human Estrogen receptor beta 11459643
Estrogen receptor beta IC50 = 1200.0 nM 5.92 Displacement of [3H]estradiol from human recombinant ERbeta 12502307
Ishikawa IC50 = 1200.0 nM 5.92 Estrogenic activity in human Ishikawa cells assessed as induction of alkaline ph... 12502307
Estrogen receptor beta IC50 = 1738.0 nM 5.76 Displacement of EL red from human full-length ER-beta expressed in baculovirus e... 35964426
Estrogen receptor Ki = 1800.0 nM 5.75 Inhibition of binding of 17 beta-estradiol to human Estrogen receptor alpha 11459643
Estrogen receptor IC50 = 2160.0 nM 5.67 Binding affinity against human estrogen receptor alpha in competitive binding as... 15006374
Estrogen receptor beta IC50 = 2800.0 nM 5.55 Binding Assay: The binding affinity and selectivity of candidate molecules yield... -
Estrogen receptor beta IC50 = 2800.0 nM 5.55 Binding affinity for human Estrogen receptor beta 15887952
Estrogen receptor beta IC50 = 2800.0 nM 5.55 Binding affinity for human Estrogen receptor beta 15887952
Estrogen receptor beta IC50 = 2800.0 nM 5.55 Binding Assay: The binding affinity and selectivity of candidate molecules yield... -
Estrogen receptor Kd = 5900.0 nM 5.23 Displacement of [3H]-estradiol (E2) from sheep uterine estrogen receptor 14761204

Literature References

PubMed DOI Target Context # Activities
33646787 10.1021/acs.jnatprod.0c01387 Unchecked 18
28343876 10.1016/j.bmcl.2017.03.013 Unchecked 9
21030469 10.1124/dmd.110.035030 UDP-glucuronosyltransferase 1A1 6
21824690 10.1016/j.ejmech.2011.07.031 HepG2 6
11063613 10.1021/jm990614i Aldehyde dehydrogenase, mitochondrial 5
17828251 10.1038/nchembio.2007.28 Oleandomycin glycosyltransferase 5
11063613 10.1021/jm990614i Monoamine oxidase 4
20669983 10.1021/jm100610w MCF7 4
21493073 10.1016/j.bmc.2011.03.040 3T3-L1 4
20669983 10.1021/jm100610w Estrogen receptor 4
11459643 10.1016/s0960-894x(01)00318-3 Estrogen receptor 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
15887952 10.1021/jm0490538 Estrogen receptor 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
16574412 10.1016/j.bmcl.2006.03.018 Osteoblast 3
23623675 10.1016/j.bmc.2013.02.055 Serum paraoxonase/arylesterase 1 3
15006374 10.1016/j.bmcl.2004.01.031 Estrogen receptor 3
18440233 10.1016/j.bmc.2008.04.016 NON-PROTEIN TARGET 3
18640042 10.1016/j.bmc.2008.06.049 Neuraminidase 3
21848266 10.1021/np100902f NON-PROTEIN TARGET 3

Data from ChEMBL 36 via Core Engine