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

Details

• Internal ID: 928f330d-1a38-430e-bd36-d1852970bbbc
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3,8-dihydroxy-9-methoxy-[1]benzofuro[2,3-b]chromen-11-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C3=C(O2)OC4=C(C3=O)C=CC(=C4)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C3=C(O2)OC4=C(C3=O)C=CC(=C4)O)O
• InChI: InChI=1S/C16H10O6/c1-20-13-5-9-12(6-10(13)18)22-16-14(9)15(19)8-3-2-7(17)4-11(8)21-16/h2-6,17-18H,1H3
• InChI Key: OLPRHWXXQPMQNP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₆
• Molecular Weight: 298.25 g/mol
• Exact Mass: 298.04773803 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9673	96.73%
Caco-2	+	0.6447	64.47%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	+	0.5428	54.28%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7961	79.61%
P-glycoprotein inhibitior	-	0.5612	56.12%
P-glycoprotein substrate	-	0.6872	68.72%
CYP3A4 substrate	+	0.5200	52.00%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5451	54.51%
CYP2C9 inhibition	+	0.5352	53.52%
CYP2C19 inhibition	+	0.8224	82.24%
CYP2D6 inhibition	-	0.5182	51.82%
CYP1A2 inhibition	+	0.8588	85.88%
CYP2C8 inhibition	+	0.5645	56.45%
CYP inhibitory promiscuity	+	0.6502	65.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3591	35.91%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.6205	62.05%
Skin irritation	-	0.6273	62.73%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8628	86.28%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6178	61.78%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6846	68.46%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.8649	86.49%
Androgen receptor binding	+	0.8638	86.38%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.8750	87.50%
Aromatase binding	+	0.8349	83.49%
PPAR gamma	+	0.8756	87.56%
Honey bee toxicity	-	0.8626	86.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9075	90.75%

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	98.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.83%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.93%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL3194	P02766	Transthyretin	89.54%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.95%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.95%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.74%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.96%	99.15%

Plants that contains it

• Hylodesmum podocarpum subsp. oxyphyllum
• Tephrosia purpurea

Cross-Links

• PubChem: 15126298
• LOTUS: LTS0006088
• wikiData: Q105194087