Daidzein

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	7ca8d3eb-605c-42e6-a5e9-3951ee8f17c1
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name	7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)	C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
SMILES (Isomeric)	C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
InChI	InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H
InChI Key	ZQSIJRDFPHDXIC-UHFFFAOYSA-N
Popularity	6,024 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₀O₄
Molecular Weight	254.24 g/mol
Exact Mass	254.05790880 g/mol
Topological Polar Surface Area (TPSA)	66.80 Å²
XlogP	2.50
Atomic LogP (AlogP)	2.87
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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486-66-8

4',7-Dihydroxyisoflavone

Daidzeol

7,4'-Dihydroxyisoflavone

7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

Diadzein

7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one

4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-

7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8516	85.16%
OATP2B1 inhibitior	+	0.5453	54.53%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7504	75.04%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.9363	93.63%
CYP3A4 substrate	-	0.5266	52.66%
CYP2C9 substrate	-	0.8209	82.09%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	-	0.6261	62.61%
CYP2C9 inhibition	+	0.9757	97.57%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.5356	53.56%
CYP inhibitory promiscuity	+	0.6929	69.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6163	61.63%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.9755	97.55%
Skin irritation	+	0.6467	64.67%
Skin corrosion	-	0.9880	98.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8644	86.44%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5960	59.60%
Acute Oral Toxicity (c)	II	0.5629	56.29%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.9445	94.45%
Thyroid receptor binding	+	0.7973	79.73%
Glucocorticoid receptor binding	+	0.8970	89.70%
Aromatase binding	+	0.8685	86.85%
PPAR gamma	+	0.8418	84.18%
Honey bee toxicity	-	0.9110	91.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9385	93.85%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	35481.3 nM 31622.8 nM 25118.9 nM 14125.4 nM	Potency Potency Potency Potency	via CMAUP via CMAUP via CMAUP via CMAUP
CHEMBL1935	P05091	Aldehyde dehydrogenase	9000 nM 9000 nM	IC50 IC50	PMID: 11063613 PMID: 11563931
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	35481.3 nM 39810.7 nM 25118.9 nM 35481.3 nM 37650.5 nM 28183.8 nM 39810.7 nM	Potency Potency Potency Potency Potency Potency Potency	via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP
CHEMBL5983	O60218	Aldo-keto reductase family 1 member B10	32200 nM	IC50	PMID: 26529431
CHEMBL1293237	P54132	Bloom syndrome protein	501.2 nM 501.2 nM 501.2 nM	Potency Potency Potency	via Super-PRED via CMAUP via CMAUP
CHEMBL3729	P22748	Carbonic anhydrase IV	718.7 nM 718.7 nM	Ki Ki	PMID: 26498393 via Super-PRED
CHEMBL2326	P43166	Carbonic anhydrase VII	4.2 nM 4.2 nM	Ki Ki	PMID: 26498393 via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	56.4 nM 56.4 nM	Ki Ki	PMID: 26498393 via Super-PRED
CHEMBL4096	P04637	Cellular tumor antigen p53	10000 nM 10000 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL3356	P05177	Cytochrome P450 1A2	15848.93 nM	AC50	via CMAUP
CHEMBL3622	P33261	Cytochrome P450 2C19	10000 nM	Potency	via CMAUP
CHEMBL3397	P11712	Cytochrome P450 2C9	6309.57 nM	AC50	via CMAUP
CHEMBL289	P10635	Cytochrome P450 2D6	15848.9 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	25118.9 nM 25118.9 nM 15848.9 nM 15848.9 nM	Potency Potency Potency Potency	via CMAUP via CMAUP via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM 31622.8 nM 31622.8 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL206	P03372	Estrogen receptor alpha	6300 nM 2160 nM 450 nM	IC50 IC50 IC50	PMID: 11459643 PMID: 15006374 PMID: 20669983
CHEMBL242	Q92731	Estrogen receptor beta	1100 nM 1200 nM 303 nM 2800 nM 2800 nM 2800 nM	IC50 IC50 IC50 IC50 IC50 IC50	PMID: 11459643 PMID: 12502307 PMID: 15006374 PMID: 15887952 via CMAUP PMID: 15887952
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	19952.6 nM 31622.8 nM 28183.8 nM 35481.3 nM	Potency Potency Potency Potency	via CMAUP via CMAUP via CMAUP via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	39810.7 nM 7079.5 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	9200 nM	Potency	via CMAUP
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	4466.8 nM 4466.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293298	Q01453	Peripheral myelin protein 22	47754.8 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	5 nM 5 nM	Potency Potency	via CMAUP via Super-PRED
CHEMBL1075189	P14618	Pyruvate kinase isozymes M1/M2	25118.9 nM 25118.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	10000 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	15848.9 nM 28183.8 nM 12589.3 nM 28183.8 nM	Potency Potency Potency Potency	via CMAUP via CMAUP via CMAUP via CMAUP
CHEMBL1293256	P40225	Thrombopoietin	2511.9 nM 2511.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	354.8 nM 354.8 nM	Potency Potency	via CMAUP via Super-PRED
CHEMBL1287617	P22309	UDP-glucuronosyltransferase 1-1	7300 nM 120000 nM	IC50 IC50	PMID: 21030469 PMID: 21030469

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	98.12%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.56%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.92%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.59%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.25%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL3194	P02766	Transthyretin	81.53%	90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Abies alba

Abies pinsapo subsp. marocana

Albizia julibrissin

Ammopiptanthus mongolicus

Astragalus condensatus

Astragalus mongholicus

Astragalus verrucosus