5-Hydroxy-8-methoxy-2,4-dimethyl-2,3,5a,9a-tetrahydrobenzo[g][1]benzofuran-6,9-dione

Details

• Internal ID: 70215e44-9798-4598-90cc-c32c1d0c3e4c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-hydroxy-8-methoxy-2,4-dimethyl-2,3,5a,9a-tetrahydrobenzo[g][1]benzofuran-6,9-dione
• InChI: InChI=1S/C15H16O5/c1-6-4-8-7(2)13(17)11-9(16)5-10(19-3)14(18)12(11)15(8)20-6/h5-6,11-12,17H,4H2,1-3H3
• InChI Key: ODCNUGGVWGNXAV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5605	56.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6199	61.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7784	77.84%
P-glycoprotein inhibitior	-	0.8138	81.38%
P-glycoprotein substrate	-	0.8882	88.82%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.7346	73.46%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.7861	78.61%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.5254	52.54%
CYP2C8 inhibition	-	0.7703	77.03%
CYP inhibitory promiscuity	-	0.6569	65.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4234	42.34%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.5155	51.55%
Skin irritation	-	0.6374	63.74%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7585	75.85%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.8033	80.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3308	33.08%
Estrogen receptor binding	+	0.6066	60.66%
Androgen receptor binding	+	0.6221	62.21%
Thyroid receptor binding	-	0.6487	64.87%
Glucocorticoid receptor binding	+	0.5658	56.58%
Aromatase binding	-	0.7055	70.55%
PPAR gamma	+	0.5259	52.59%
Honey bee toxicity	-	0.8792	87.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9407	94.07%

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	96.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.10%	92.68%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.98%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.66%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	82.05%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.74%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.11%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 49866312
• LOTUS: LTS0228660
• wikiData: Q105189749