3-(2,4-Dihydroxyphenyl)-5-hydroxy-7-(3-methylbut-2-enoxy)chromen-4-one

Details

• Internal ID: ed48d1fe-fbca-4d2c-9aa3-81d10688e729
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5-hydroxy-7-(3-methylbut-2-enoxy)chromen-4-one
• SMILES (Canonical): CC(=CCOC1=CC(=C2C(=C1)OC=C(C2=O)C3=C(C=C(C=C3)O)O)O)C
• SMILES (Isomeric): CC(=CCOC1=CC(=C2C(=C1)OC=C(C2=O)C3=C(C=C(C=C3)O)O)O)C
• InChI: InChI=1S/C20H18O6/c1-11(2)5-6-25-13-8-17(23)19-18(9-13)26-10-15(20(19)24)14-4-3-12(21)7-16(14)22/h3-5,7-10,21-23H,6H2,1-2H3
• InChI Key: LRFYYSOXBOMSAE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.5983	59.83%
Blood Brain Barrier	-	0.5879	58.79%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8307	83.07%
OATP2B1 inhibitior	-	0.5617	56.17%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.8495	84.95%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6019	60.19%
P-glycoprotein inhibitior	+	0.5711	57.11%
P-glycoprotein substrate	-	0.7863	78.63%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	0.6279	62.79%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	+	0.5435	54.35%
CYP2C9 inhibition	+	0.9016	90.16%
CYP2C19 inhibition	+	0.9538	95.38%
CYP2D6 inhibition	-	0.6486	64.86%
CYP1A2 inhibition	+	0.9501	95.01%
CYP2C8 inhibition	+	0.5766	57.66%
CYP inhibitory promiscuity	+	0.9688	96.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7698	76.98%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.7469	74.69%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6287	62.87%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7824	78.24%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.7364	73.64%
Estrogen receptor binding	+	0.9266	92.66%
Androgen receptor binding	+	0.8875	88.75%
Thyroid receptor binding	+	0.6829	68.29%
Glucocorticoid receptor binding	+	0.8333	83.33%
Aromatase binding	+	0.8062	80.62%
PPAR gamma	+	0.9156	91.56%
Honey bee toxicity	-	0.8589	85.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.14%	86.33%
CHEMBL4208	P20618	Proteasome component C5	93.63%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.08%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.50%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.65%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.32%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.09%	93.10%
CHEMBL2535	P11166	Glucose transporter	81.12%	98.75%

Plants that contains it

• Flemingia paniculata

Cross-Links

• PubChem: 21576252
• LOTUS: LTS0048660
• wikiData: Q105156118