4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(2-hydroxyphenyl)-

Details

• Internal ID: a488405e-e79d-4281-a8db-b264de5a4fd6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,7-dihydroxy-3-(2-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC=C(C(=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O
• InChI: InChI=1S/C15H10O5/c16-8-5-12(18)14-13(6-8)20-7-10(15(14)19)9-3-1-2-4-11(9)17/h1-7,16-18H
• InChI Key: RMBGWCMOTZYXDQ-UHFFFAOYSA-N
• Popularity: 0 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: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 70943-68-9
• 5,7,2'-trihydroxyisoflavone
• SCHEMBL5321522
• DTXSID70221169

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	+	0.5416	54.16%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	0.5487	54.87%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8359	83.59%
P-glycoprotein inhibitior	-	0.8686	86.86%
P-glycoprotein substrate	-	0.9313	93.13%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
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	+	0.5568	55.68%
CYP inhibitory promiscuity	+	0.8009	80.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7003	70.03%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.9877	98.77%
Skin irritation	+	0.6236	62.36%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9118	91.18%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7028	70.28%
Acute Oral Toxicity (c)	II	0.5830	58.30%
Estrogen receptor binding	+	0.8971	89.71%
Androgen receptor binding	+	0.8976	89.76%
Thyroid receptor binding	+	0.7324	73.24%
Glucocorticoid receptor binding	+	0.9202	92.02%
Aromatase binding	+	0.9142	91.42%
PPAR gamma	+	0.8926	89.26%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	98.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.32%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL3194	P02766	Transthyretin	87.68%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.82%	93.65%
CHEMBL4208	P20618	Proteasome component C5	84.25%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.37%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	82.16%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	80.31%	94.73%

Plants that contains it

• Iris bungei
• Iris pseudacorus

Cross-Links

• PubChem: 5488561
• LOTUS: LTS0246313
• wikiData: Q83098819