S-[[(4aS,8aR)-9,9-dimethyl-4a,7,8,8a-tetrahydro-4H-benzo[f][1]benzofuran-6-yl]methyl] ethanethioate

Details

• Internal ID: 167b98ab-34d9-49dc-be99-cb654327f90b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: S-[[(4aS,8aR)-9,9-dimethyl-4a,7,8,8a-tetrahydro-4H-benzo[f][1]benzofuran-6-yl]methyl] ethanethioate
• SMILES (Canonical): CC(=O)SCC1=CC2CC3=C(C(C2CC1)(C)C)OC=C3
• SMILES (Isomeric): CC(=O)SCC1=C[C@@H]2CC3=C(C([C@@H]2CC1)(C)C)OC=C3
• InChI: InChI=1S/C17H22O2S/c1-11(18)20-10-12-4-5-15-14(8-12)9-13-6-7-19-16(13)17(15,2)3/h6-8,14-15H,4-5,9-10H2,1-3H3/t14-,15-/m1/s1
• InChI Key: QILZMRWUNGHNKA-HUUCEWRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂S
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.13405111 g/mol
• Topological Polar Surface Area (TPSA): 55.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.35
• 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	+	0.7311	73.11%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5577	55.77%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5883	58.83%
P-glycoprotein inhibitior	-	0.8153	81.53%
P-glycoprotein substrate	-	0.6404	64.04%
CYP3A4 substrate	+	0.6293	62.93%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8161	81.61%
CYP3A4 inhibition	-	0.7629	76.29%
CYP2C9 inhibition	+	0.5621	56.21%
CYP2C19 inhibition	+	0.8528	85.28%
CYP2D6 inhibition	-	0.7811	78.11%
CYP1A2 inhibition	+	0.6561	65.61%
CYP2C8 inhibition	+	0.5108	51.08%
CYP inhibitory promiscuity	+	0.8855	88.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.7696	76.96%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8506	85.06%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5190	51.90%
skin sensitisation	+	0.5269	52.69%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6922	69.22%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	-	0.7044	70.44%
Androgen receptor binding	-	0.6174	61.74%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	-	0.4851	48.51%
Aromatase binding	-	0.6079	60.79%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.8785	87.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	98.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.08%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.76%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%

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: 15624568
• NPASS: NPC222276