1,3,8-Trihydroxy-2-(2-hydroxy-3-methylbut-3-enyl)-[1]benzofuro[2,3-b]chromen-11-one

Details

• Internal ID: f8db6268-5b8a-496e-a157-a2b8ec47aa10
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 1,3,8-trihydroxy-2-(2-hydroxy-3-methylbut-3-enyl)-[1]benzofuro[2,3-b]chromen-11-one
• InChI: InChI=1S/C20H16O7/c1-8(2)12(22)6-11-13(23)7-15-17(18(11)24)19(25)16-10-4-3-9(21)5-14(10)26-20(16)27-15/h3-5,7,12,21-24H,1,6H2,2H3
• InChI Key: WBECQCVTKDJJNI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₇
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.08960285 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 7
• 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	+	0.9864	98.64%
Caco-2	-	0.7411	74.11%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	0.5514	55.14%
OATP1B1 inhibitior	+	0.8438	84.38%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7155	71.55%
P-glycoprotein inhibitior	-	0.7424	74.24%
P-glycoprotein substrate	-	0.5083	50.83%
CYP3A4 substrate	+	0.5692	56.92%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.5734	57.34%
CYP2C9 inhibition	-	0.5205	52.05%
CYP2C19 inhibition	-	0.5701	57.01%
CYP2D6 inhibition	-	0.8720	87.20%
CYP1A2 inhibition	-	0.5969	59.69%
CYP2C8 inhibition	+	0.6352	63.52%
CYP inhibitory promiscuity	+	0.5914	59.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4725	47.25%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.5907	59.07%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4693	46.93%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6544	65.44%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8737	87.37%
Acute Oral Toxicity (c)	II	0.3158	31.58%
Estrogen receptor binding	+	0.8616	86.16%
Androgen receptor binding	+	0.7948	79.48%
Thyroid receptor binding	+	0.6489	64.89%
Glucocorticoid receptor binding	+	0.8450	84.50%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.8993	89.93%
Honey bee toxicity	-	0.8024	80.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	99.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.50%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.85%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.65%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.77%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.27%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.91%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.75%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.29%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.51%	97.21%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 14728995
• LOTUS: LTS0148120
• wikiData: Q105300686