3,5a,9-trimethyl-3a,7,8,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,6-dione

Details

• Internal ID: 44533fdd-917b-491a-8017-b370b6a92e13
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,5a,9-trimethyl-3a,7,8,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h6-7,9-10,13H,4-5H2,1-3H3
• InChI Key: YLALMLJTDMQZFT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• NSC-148883

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7303	73.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6836	68.36%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9722	97.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8795	87.95%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.8700	87.00%
CYP3A4 substrate	+	0.5490	54.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.7160	71.60%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.8853	88.53%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	+	0.7645	76.45%
CYP2C8 inhibition	-	0.9167	91.67%
CYP inhibitory promiscuity	-	0.7829	78.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4311	43.11%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8580	85.80%
Skin irritation	+	0.6135	61.35%
Skin corrosion	-	0.7374	73.74%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6255	62.55%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.5566	55.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5482	54.82%
Acute Oral Toxicity (c)	III	0.7622	76.22%
Estrogen receptor binding	-	0.6116	61.16%
Androgen receptor binding	-	0.6601	66.01%
Thyroid receptor binding	-	0.5609	56.09%
Glucocorticoid receptor binding	-	0.6010	60.10%
Aromatase binding	-	0.8109	81.09%
PPAR gamma	-	0.6990	69.90%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9796	97.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.63%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.66%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.81%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.55%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.57%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	83.42%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.35%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.63%	98.95%
CHEMBL325	Q13547	Histone deacetylase 1	81.24%	95.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.61%	100.00%

Plants that contains it

• Artemisia herba-alba

Cross-Links

• PubChem: 288151
• LOTUS: LTS0161838
• wikiData: Q105350022