(4aS,6R,8aR,9aR)-9a-ethoxy-6-hydroxy-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 63d76583-4c1c-4eda-a6dd-e11447ebac53
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aS,6R,8aR,9aR)-9a-ethoxy-6-hydroxy-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C17H24O4/c1-5-20-17-9-11-6-10(2)13(18)7-12(11)16(3,4)14(17)8-15(19)21-17/h6,8,11-13,18H,5,7,9H2,1-4H3/t11-,12-,13+,17+/m0/s1
• InChI Key: DOLZUTGMLHUBAW-APNQJHFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6713	67.13%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5537	55.37%
P-glycoprotein inhibitior	-	0.8549	85.49%
P-glycoprotein substrate	-	0.6362	63.62%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.7382	73.82%
CYP2C9 inhibition	-	0.7570	75.70%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.7032	70.32%
CYP2C8 inhibition	-	0.7122	71.22%
CYP inhibitory promiscuity	-	0.6073	60.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9530	95.30%
Skin irritation	-	0.5471	54.71%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5025	50.25%
skin sensitisation	-	0.7127	71.27%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6600	66.00%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.6866	68.66%
Androgen receptor binding	+	0.5926	59.26%
Thyroid receptor binding	+	0.6830	68.30%
Glucocorticoid receptor binding	+	0.7472	74.72%
Aromatase binding	-	0.5621	56.21%
PPAR gamma	+	0.5210	52.10%
Honey bee toxicity	-	0.7694	76.94%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9858	98.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	91.66%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.99%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.67%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.37%	85.14%
CHEMBL1871	P10275	Androgen Receptor	84.62%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.45%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.37%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162948808
• LOTUS: LTS0057565
• wikiData: Q104986049