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

Details

• Internal ID: afc287af-1479-439d-b5ac-53eec7517fb2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4,5-dimethoxy-3-methyl-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): CC1C2=C(C=C3C=CC=C(C3=C2OC)OC)C(=O)O1
• SMILES (Isomeric): CC1C2=C(C=C3C=CC=C(C3=C2OC)OC)C(=O)O1
• InChI: InChI=1S/C15H14O4/c1-8-12-10(15(16)19-8)7-9-5-4-6-11(17-2)13(9)14(12)18-3/h4-8H,1-3H3
• InChI Key: AKYFBMHZALZSBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7706	77.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5905	59.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4600	46.00%
P-glycoprotein inhibitior	-	0.8894	88.94%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	+	0.5295	52.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	-	0.6147	61.47%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6748	67.48%
CYP2D6 inhibition	-	0.8148	81.48%
CYP1A2 inhibition	+	0.9739	97.39%
CYP2C8 inhibition	-	0.6233	62.33%
CYP inhibitory promiscuity	+	0.8119	81.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4157	41.57%
Eye corrosion	-	0.9424	94.24%
Eye irritation	+	0.6296	62.96%
Skin irritation	-	0.8360	83.60%
Skin corrosion	-	0.9915	99.15%
Ames mutagenesis	+	0.6763	67.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5369	53.69%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8902	89.02%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5257	52.57%
Acute Oral Toxicity (c)	II	0.5144	51.44%
Estrogen receptor binding	+	0.8832	88.32%
Androgen receptor binding	+	0.5898	58.98%
Thyroid receptor binding	-	0.5640	56.40%
Glucocorticoid receptor binding	+	0.6055	60.55%
Aromatase binding	+	0.6144	61.44%
PPAR gamma	-	0.7689	76.89%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9724	97.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.08%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.49%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.90%	94.03%
CHEMBL1907	P15144	Aminopeptidase N	88.17%	93.31%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.47%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.99%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.62%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.10%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	81.67%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.10%	91.11%

Plants that contains it

• Bulbine frutescens

Cross-Links

• PubChem: 78063912
• LOTUS: LTS0203397
• wikiData: Q104913925