[(5aR,7S,9aS,9bR)-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-7-yl] acetate

Details

• Internal ID: 6f4b9cf8-657e-4594-ad0c-2a25b28831c3
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(5aR,7S,9aS,9bR)-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-7-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CC=C3C2C(=O)OC3)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC=C3[C@@H]2C(=O)OC3)C
• InChI: InChI=1S/C17H24O4/c1-10(18)21-13-7-8-17(4)12(16(13,2)3)6-5-11-9-20-15(19)14(11)17/h5,12-14H,6-9H2,1-4H3/t12-,13-,14+,17-/m0/s1
• InChI Key: PFUZNBJKDVPHJT-ZJOBFFGXSA-N
• Popularity: 0 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): 52.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7984	79.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8606	86.06%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6475	64.75%
P-glycoprotein inhibitior	-	0.7420	74.20%
P-glycoprotein substrate	-	0.8412	84.12%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.7564	75.64%
CYP2C9 inhibition	-	0.7516	75.16%
CYP2C19 inhibition	-	0.8162	81.62%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	-	0.7646	76.46%
CYP2C8 inhibition	-	0.8533	85.33%
CYP inhibitory promiscuity	-	0.7871	78.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8603	86.03%
Skin irritation	-	0.5700	57.00%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3699	36.99%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5860	58.60%
skin sensitisation	-	0.7908	79.08%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6391	63.91%
Acute Oral Toxicity (c)	III	0.7585	75.85%
Estrogen receptor binding	+	0.6946	69.46%
Androgen receptor binding	+	0.5857	58.57%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7072	70.72%
PPAR gamma	-	0.4919	49.19%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.73%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.17%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.62%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.24%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.75%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.29%	97.14%

Plants that contains it

• Drimys winteri

Cross-Links

• PubChem: 11483206
• LOTUS: LTS0125889
• wikiData: Q105208174