3',4'-Dihydroxyisoflavone

Details

• Internal ID: 6680dfe3-f765-4015-8799-e1ac219c0790
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(3,4-dihydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C15H10O4/c16-12-6-5-9(7-13(12)17)11-8-19-14-4-2-1-3-10(14)15(11)18/h1-8,16-17H
• InChI Key: JGEXBQSHBMXCHX-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

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

Synonyms

• CHEMBL1089054
• 3-(3,4-dihydroxyphenyl)-4H-chromen-4-one
• SCHEMBL13840363
• CHEBI:69476
• BDBM50313986
• 3-(3,4-dihydroxyphenyl)chromen-4-one
• Q27137815

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9569	95.69%
Caco-2	+	0.5058	50.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.9637	96.37%
OATP1B3 inhibitior	+	0.9902	99.02%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8342	83.42%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.9569	95.69%
CYP3A4 substrate	+	0.5159	51.59%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.7054	70.54%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	-	0.6965	69.65%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9249	92.49%
CYP2C8 inhibition	+	0.5188	51.88%
CYP inhibitory promiscuity	-	0.5409	54.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.9691	96.91%
Skin irritation	+	0.6100	61.00%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8945	89.45%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8006	80.06%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5380	53.80%
Acute Oral Toxicity (c)	II	0.7187	71.87%
Estrogen receptor binding	+	0.8984	89.84%
Androgen receptor binding	+	0.9380	93.80%
Thyroid receptor binding	+	0.6663	66.63%
Glucocorticoid receptor binding	+	0.9031	90.31%
Aromatase binding	+	0.8715	87.15%
PPAR gamma	+	0.8732	87.32%
Honey bee toxicity	-	0.8600	86.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	99.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.92%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.58%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.54%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.64%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	87.02%	95.72%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.00%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	83.99%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.01%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.07%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14680579
• LOTUS: LTS0003839
• wikiData: Q27137815