5-Hydroxy-4-(hydroxymethyl)-8-methoxy-2-methyl-2,3-dihydrobenzo[g][1]benzofuran-6,9-dione

Details

• Internal ID: 45ec4a1e-ac08-4e6a-a657-2cd0c54fbdec
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-hydroxy-4-(hydroxymethyl)-8-methoxy-2-methyl-2,3-dihydrobenzo[g][1]benzofuran-6,9-dione
• InChI: InChI=1S/C15H14O6/c1-6-3-7-8(5-16)13(18)11-9(17)4-10(20-2)14(19)12(11)15(7)21-6/h4,6,16,18H,3,5H2,1-2H3
• InChI Key: IHCPFJANCHNGBL-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): 93.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.12
• 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	+	0.9683	96.83%
Caco-2	+	0.5394	53.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6671	66.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	-	0.8268	82.68%
P-glycoprotein inhibitior	-	0.8986	89.86%
P-glycoprotein substrate	-	0.7776	77.76%
CYP3A4 substrate	+	0.5339	53.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8284	82.84%
CYP3A4 inhibition	+	0.5111	51.11%
CYP2C9 inhibition	-	0.5875	58.75%
CYP2C19 inhibition	-	0.5865	58.65%
CYP2D6 inhibition	-	0.8380	83.80%
CYP1A2 inhibition	+	0.5266	52.66%
CYP2C8 inhibition	-	0.6781	67.81%
CYP inhibitory promiscuity	+	0.7592	75.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.7229	72.29%
Skin irritation	-	0.8055	80.55%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6924	69.24%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.7641	76.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6633	66.33%
Acute Oral Toxicity (c)	III	0.4681	46.81%
Estrogen receptor binding	+	0.6896	68.96%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	-	0.7290	72.90%
Glucocorticoid receptor binding	+	0.6989	69.89%
Aromatase binding	-	0.6891	68.91%
PPAR gamma	+	0.6585	65.85%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9740	97.40%

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	98.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.08%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.45%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.49%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.39%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.39%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.06%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.35%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.35%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.57%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.42%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 20039319
• LOTUS: LTS0029233
• wikiData: Q105112932