4,7-dihydroxy-5,6-dimethoxy-3-methyl-3H-benzo[f][2]benzofuran-1-one

Details

• Internal ID: f7f2d713-3b93-497d-b37c-c31900bc18b5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4,7-dihydroxy-5,6-dimethoxy-3-methyl-3H-benzo[f][2]benzofuran-1-one
• InChI: InChI=1S/C15H14O6/c1-6-10-8(15(18)21-6)4-7-5-9(16)13(19-2)14(20-3)11(7)12(10)17/h4-6,16-17H,1-3H3
• InChI Key: RIRNBWFWNGKXTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.6573	65.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7132	71.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7802	78.02%
OATP1B3 inhibitior	-	0.2473	24.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7566	75.66%
P-glycoprotein inhibitior	-	0.8804	88.04%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	+	0.5240	52.40%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.7089	70.89%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.5180	51.80%
CYP2D6 inhibition	-	0.8318	83.18%
CYP1A2 inhibition	+	0.8044	80.44%
CYP2C8 inhibition	-	0.8391	83.91%
CYP inhibitory promiscuity	+	0.6824	68.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3567	35.67%
Eye corrosion	-	0.9837	98.37%
Eye irritation	+	0.8268	82.68%
Skin irritation	-	0.7689	76.89%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6209	62.09%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7609	76.09%
Acute Oral Toxicity (c)	II	0.5890	58.90%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	-	0.5740	57.40%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.6249	62.49%
Aromatase binding	-	0.5356	53.56%
PPAR gamma	+	0.6381	63.81%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9714	97.14%

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	97.60%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.07%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.21%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.78%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.63%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.14%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.08%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.97%	94.42%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.80%	92.94%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.39%	80.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162933510
• LOTUS: LTS0162565
• wikiData: Q105237084