[(4aR,7R,8aS)-6,9,9-trimethyl-4a,7,8,8a-tetrahydro-4H-benzo[f][1]benzofuran-7-yl] acetate

Details

• Internal ID: 162ad11c-5d13-4f3e-923e-d6c6b4a03be2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4aR,7R,8aS)-6,9,9-trimethyl-4a,7,8,8a-tetrahydro-4H-benzo[f][1]benzofuran-7-yl] acetate
• SMILES (Canonical): CC1=CC2CC3=C(C(C2CC1OC(=O)C)(C)C)OC=C3
• SMILES (Isomeric): CC1=C[C@H]2CC3=C(C([C@H]2C[C@H]1OC(=O)C)(C)C)OC=C3
• InChI: InChI=1S/C17H22O3/c1-10-7-13-8-12-5-6-19-16(12)17(3,4)14(13)9-15(10)20-11(2)18/h5-7,13-15H,8-9H2,1-4H3/t13-,14-,15+/m0/s1
• InChI Key: DQLVIRKZAZZWMC-SOUVJXGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₃
• Molecular Weight: 274.35 g/mol
• Exact Mass: 274.15689456 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7806	78.06%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7690	76.90%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9198	91.98%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6095	60.95%
P-glycoprotein inhibitior	-	0.8279	82.79%
P-glycoprotein substrate	-	0.7919	79.19%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	+	0.6209	62.09%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	+	0.8217	82.17%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	+	0.5499	54.99%
CYP2C8 inhibition	+	0.4696	46.96%
CYP inhibitory promiscuity	+	0.8054	80.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4787	47.87%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9738	97.38%
Skin irritation	-	0.6937	69.37%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8185	81.85%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7032	70.32%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4790	47.90%
Acute Oral Toxicity (c)	III	0.6077	60.77%
Estrogen receptor binding	-	0.5277	52.77%
Androgen receptor binding	-	0.6808	68.08%
Thyroid receptor binding	-	0.5592	55.92%
Glucocorticoid receptor binding	-	0.5835	58.35%
Aromatase binding	-	0.6208	62.08%
PPAR gamma	-	0.5295	52.95%
Honey bee toxicity	-	0.7587	75.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6245	62.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.52%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 23427760
• NPASS: NPC275608
• LOTUS: LTS0084362
• wikiData: Q104987018