2'-Hydroxydaidzein

Details

• Internal ID: 4bc21fb1-c90d-4e77-be0d-dfa636523400
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-7-hydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1O)O)C2=COC3=C(C2=O)C=CC(=C3)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)O)C2=COC3=C(C2=O)C=CC(=C3)O
• InChI: InChI=1S/C15H10O5/c16-8-1-3-10(13(18)5-8)12-7-20-14-6-9(17)2-4-11(14)15(12)19/h1-7,16-18H
• InChI Key: ZCTNPCRBEWXCGP-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 7678-85-5
• 2',4',7-trihydroxyisoflavone
• 3-(2,4-dihydroxyphenyl)-7-hydroxychromen-4-one
• 3-(2,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one
• 4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy-
• 3-(2,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one
• CHEMBL6694
• UNII-4GQ94T5E87
• CHEBI:27479
• 4GQ94T5E87
• 2 inverted exclamation marka-Hydroxydaidzein
• 2',4',7-Trihydroxyisoflavone; 2'-Hydroxydaidzein; 7,2',4'-Trihydroxyisoflavone
• 2''-hydroxydaidzein
• SCHEMBL72610
• 7,2',4'-trihydroxyisoflavone
• DTXSID10227589
• ZCTNPCRBEWXCGP-UHFFFAOYSA-N
• 2/',4/',7-Trihydroxyisoflavone
• HY-N1733
• BDBM50142193
• LMPK12050083
• AKOS022184844
• CS-0017409
• C02495
• 3-(2,4-Dihydroxy-phenyl)-7-hvdroxy-chromen-4-one
• 3-(2,4-Dihydroxy-phenyl)-7-hydroxy-chromen-4-one
• Q27103153
• 3-(2,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	+	0.9179	91.79%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8152	81.52%
P-glycoprotein inhibitior	-	0.9075	90.75%
P-glycoprotein substrate	-	0.8816	88.16%
CYP3A4 substrate	-	0.5308	53.08%
CYP2C9 substrate	-	0.8209	82.09%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8881	88.81%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	+	0.9254	92.54%
CYP2C8 inhibition	-	0.6222	62.22%
CYP inhibitory promiscuity	+	0.8009	80.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7003	70.03%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.9571	95.71%
Skin irritation	+	0.6236	62.36%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8585	85.85%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5594	55.94%
Acute Oral Toxicity (c)	II	0.5830	58.30%
Estrogen receptor binding	+	0.8932	89.32%
Androgen receptor binding	+	0.9378	93.78%
Thyroid receptor binding	+	0.7435	74.35%
Glucocorticoid receptor binding	+	0.9129	91.29%
Aromatase binding	+	0.8875	88.75%
PPAR gamma	+	0.8670	86.70%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9214	92.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.49%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	91.74%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.04%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.20%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.27%	99.15%
CHEMBL3194	P02766	Transthyretin	84.67%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.05%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.40%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.48%	98.75%

Plants that contains it

• Crotalaria pallida
• Crotalaria sericea
• Phaseolus coccineus
• Phaseolus lunatus
• Phaseolus vulgaris
• Vigna mungo
• Viola hondoensis

Cross-Links

• PubChem: 5280520
• NPASS: NPC235428
• ChEMBL: CHEMBL6694
• LOTUS: LTS0186138
• wikiData: Q27103153