(1R,5aS,9aS,9bR)-1-ethoxy-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one

Details

• Internal ID: 56cc0e23-0d59-4a25-ac89-c254de8f8040
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,5aS,9aS,9bR)-1-ethoxy-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CCOC1C2C(=CCC3C2(CCCC3(C)C)C)C(=O)O1
• SMILES (Isomeric): CCO[C@H]1[C@H]2C(=CC[C@@H]3[C@@]2(CCCC3(C)C)C)C(=O)O1
• InChI: InChI=1S/C17H26O3/c1-5-19-15-13-11(14(18)20-15)7-8-12-16(2,3)9-6-10-17(12,13)4/h7,12-13,15H,5-6,8-10H2,1-4H3/t12-,13+,15+,17-/m0/s1
• InChI Key: MMDFVRSMDVFZBV-SHFYGJNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.9007	90.07%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5860	58.60%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7750	77.50%
P-glycoprotein inhibitior	-	0.7241	72.41%
P-glycoprotein substrate	-	0.9336	93.36%
CYP3A4 substrate	+	0.6138	61.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8288	82.88%
CYP2C9 inhibition	+	0.5952	59.52%
CYP2C19 inhibition	+	0.6293	62.93%
CYP2D6 inhibition	-	0.8079	80.79%
CYP1A2 inhibition	-	0.6412	64.12%
CYP2C8 inhibition	-	0.7353	73.53%
CYP inhibitory promiscuity	+	0.6195	61.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5314	53.14%
Eye corrosion	-	0.9664	96.64%
Eye irritation	-	0.7737	77.37%
Skin irritation	-	0.7046	70.46%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.7123	71.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5521	55.21%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5024	50.24%
skin sensitisation	-	0.6978	69.78%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6742	67.42%
Acute Oral Toxicity (c)	III	0.7223	72.23%
Estrogen receptor binding	+	0.7231	72.31%
Androgen receptor binding	+	0.5998	59.98%
Thyroid receptor binding	+	0.6558	65.58%
Glucocorticoid receptor binding	+	0.5448	54.48%
Aromatase binding	-	0.6540	65.40%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.8077	80.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.11%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.47%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.52%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.19%	100.00%

Plants that contains it

• Persicaria hydropiper

Cross-Links

• PubChem: 163193444
• LOTUS: LTS0256949
• wikiData: Q105167585