2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: fee10367-e8a1-4960-8e72-396cae93a25a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=C(C=C(C=C3)O)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=C(C=C(C=C3)O)O)C
• InChI: InChI=1S/C20H18O6/c1-10(2)3-5-13-15(23)8-16(24)19-17(25)9-18(26-20(13)19)12-6-4-11(21)7-14(12)22/h3-4,6-9,21-24H,5H2,1-2H3
• InChI Key: KIZVKNPTBJVGLX-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): 107.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.6745	67.45%
Blood Brain Barrier	-	0.5379	53.79%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7620	76.20%
OATP2B1 inhibitior	+	0.5812	58.12%
OATP1B1 inhibitior	+	0.8217	82.17%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7216	72.16%
P-glycoprotein inhibitior	-	0.6016	60.16%
P-glycoprotein substrate	-	0.5475	54.75%
CYP3A4 substrate	+	0.5373	53.73%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.5630	56.30%
CYP2C9 inhibition	+	0.9394	93.94%
CYP2C19 inhibition	+	0.9320	93.20%
CYP2D6 inhibition	-	0.7264	72.64%
CYP1A2 inhibition	+	0.9115	91.15%
CYP2C8 inhibition	-	0.6259	62.59%
CYP inhibitory promiscuity	+	0.9498	94.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.7100	71.00%
Skin irritation	-	0.7159	71.59%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6609	66.09%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7133	71.33%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6887	68.87%
Acute Oral Toxicity (c)	III	0.6307	63.07%
Estrogen receptor binding	+	0.9400	94.00%
Androgen receptor binding	+	0.8756	87.56%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	+	0.8939	89.39%
Aromatase binding	+	0.7725	77.25%
PPAR gamma	+	0.9290	92.90%
Honey bee toxicity	-	0.8068	80.68%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	98.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.30%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.13%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	91.03%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.98%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.36%	91.38%
CHEMBL3194	P02766	Transthyretin	89.91%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.59%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.44%	99.17%
CHEMBL308	P06493	Cyclin-dependent kinase 1	84.10%	91.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.45%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 15541482
• LOTUS: LTS0228011
• wikiData: Q105141754