1,3,9-Trihydroxy-8-methoxy-[1]benzofuro[2,3-b]chromen-11-one

Details

• Internal ID: 6fd0e83c-3d83-4fc6-9e3a-122bf81b0b5d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 1,3,9-trihydroxy-8-methoxy-[1]benzofuro[2,3-b]chromen-11-one
• InChI: InChI=1S/C16H10O7/c1-21-11-5-10-7(4-8(11)18)13-15(20)14-9(19)2-6(17)3-12(14)23-16(13)22-10/h2-5,17-19H,1H3
• InChI Key: LKUPOVRPMGQGEU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₇
• Molecular Weight: 314.25 g/mol
• Exact Mass: 314.04265265 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9296	92.96%
Caco-2	+	0.6540	65.40%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	0.5586	55.86%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8762	87.62%
P-glycoprotein inhibitior	-	0.8048	80.48%
P-glycoprotein substrate	-	0.6709	67.09%
CYP3A4 substrate	+	0.5381	53.81%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6970	69.70%
CYP2C9 inhibition	-	0.5362	53.62%
CYP2C19 inhibition	+	0.7385	73.85%
CYP2D6 inhibition	-	0.5245	52.45%
CYP1A2 inhibition	+	0.7859	78.59%
CYP2C8 inhibition	+	0.6156	61.56%
CYP inhibitory promiscuity	+	0.7480	74.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3797	37.97%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.6637	66.37%
Skin irritation	-	0.6362	63.62%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7934	79.34%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8392	83.92%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6363	63.63%
Acute Oral Toxicity (c)	III	0.6064	60.64%
Estrogen receptor binding	+	0.9118	91.18%
Androgen receptor binding	+	0.7706	77.06%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	+	0.8890	88.90%
Aromatase binding	+	0.7574	75.74%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.8622	86.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8850	88.50%

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	98.11%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.51%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL3194	P02766	Transthyretin	89.47%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.99%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.20%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.13%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.87%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.74%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163012297
• LOTUS: LTS0013054
• wikiData: Q104403694