5,7-Dihydroxy-2-[4-hydroxy-2-(3-methylbut-2-enoxy)phenyl]chromen-4-one

Details

• Internal ID: 22c8130f-de73-49a1-9429-f6926e2e424c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,7-dihydroxy-2-[4-hydroxy-2-(3-methylbut-2-enoxy)phenyl]chromen-4-one
• SMILES (Canonical): CC(=CCOC1=C(C=CC(=C1)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)C
• SMILES (Isomeric): CC(=CCOC1=C(C=CC(=C1)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)C
• InChI: InChI=1S/C20H18O6/c1-11(2)5-6-25-17-8-12(21)3-4-14(17)18-10-16(24)20-15(23)7-13(22)9-19(20)26-18/h3-5,7-10,21-23H,6H2,1-2H3
• InChI Key: QOWQMIILRPYNAS-UHFFFAOYSA-N
• Popularity: 0 references 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: 3.20
• 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	+	0.7240	72.40%
Blood Brain Barrier	-	0.5879	58.79%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8307	83.07%
OATP2B1 inhibitior	-	0.5647	56.47%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.8495	84.95%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8546	85.46%
P-glycoprotein inhibitior	+	0.5850	58.50%
P-glycoprotein substrate	-	0.5087	50.87%
CYP3A4 substrate	+	0.5872	58.72%
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	+	0.7711	77.11%
CYP inhibitory promiscuity	+	0.9688	96.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7698	76.98%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.5762	57.62%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7824	78.24%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4813	48.13%
Acute Oral Toxicity (c)	III	0.7364	73.64%
Estrogen receptor binding	+	0.9639	96.39%
Androgen receptor binding	+	0.8783	87.83%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.9137	91.37%
Aromatase binding	+	0.8229	82.29%
PPAR gamma	+	0.9375	93.75%
Honey bee toxicity	-	0.8185	81.85%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	98.66%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.16%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL3194	P02766	Transthyretin	94.35%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.23%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.20%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.75%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.90%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.61%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.87%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.79%	90.71%

Plants that contains it

• Artocarpus hypargyreus

Cross-Links

• PubChem: 162866769
• LOTUS: LTS0102241
• wikiData: Q105225174