(3aR,9S,9aR,9bS)-3a-hydroxy-3,9,9a-trimethyl-7,8,9,9b-tetrahydrobenzo[g][1]benzofuran-4,6-dione

Details

• Internal ID: 369a2b0a-c102-4b5f-87d8-f1bd09bb8bd9
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,9S,9aR,9bS)-3a-hydroxy-3,9,9a-trimethyl-7,8,9,9b-tetrahydrobenzo[g][1]benzofuran-4,6-dione
• InChI: InChI=1S/C15H18O4/c1-8-4-5-11(16)10-6-12(17)15(18)9(2)7-19-13(15)14(8,10)3/h6-8,13,18H,4-5H2,1-3H3/t8-,13-,14+,15-/m0/s1
• InChI Key: MAPXUNQSUZDJSL-GQPBWUKJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6623	66.23%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6686	66.86%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	-	0.8870	88.70%
P-glycoprotein inhibitior	-	0.9462	94.62%
P-glycoprotein substrate	-	0.8474	84.74%
CYP3A4 substrate	+	0.5925	59.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.7874	78.74%
CYP2C9 inhibition	-	0.8929	89.29%
CYP2C19 inhibition	-	0.9503	95.03%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.6015	60.15%
CYP2C8 inhibition	-	0.8677	86.77%
CYP inhibitory promiscuity	-	0.8775	87.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.3974	39.74%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9025	90.25%
Skin irritation	+	0.6260	62.60%
Skin corrosion	-	0.7822	78.22%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7458	74.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6168	61.68%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6283	62.83%
Acute Oral Toxicity (c)	III	0.5379	53.79%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	-	0.4819	48.19%
Thyroid receptor binding	+	0.5681	56.81%
Glucocorticoid receptor binding	+	0.5653	56.53%
Aromatase binding	-	0.6930	69.30%
PPAR gamma	-	0.5150	51.50%
Honey bee toxicity	-	0.9278	92.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9387	93.87%

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	91.57%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.41%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.43%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.11%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.96%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.17%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.27%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.87%	93.04%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 101618859
• LOTUS: LTS0142484
• wikiData: Q105160468