[(4aS,6R,8aR)-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-6-yl] acetate

Details

• Internal ID: ccef914d-f359-4b3a-8420-16e74e958d93
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4aS,6R,8aR)-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-6-yl] acetate
• SMILES (Canonical): CC1=CC2CC3=C(C=CO3)C(C2CC1OC(=O)C)(C)C
• SMILES (Isomeric): CC1=C[C@H]2CC3=C(C=CO3)C([C@H]2C[C@H]1OC(=O)C)(C)C
• InChI: InChI=1S/C17H22O3/c1-10-7-12-8-16-13(5-6-19-16)17(3,4)14(12)9-15(10)20-11(2)18/h5-7,12,14-15H,8-9H2,1-4H3/t12-,14-,15+/m0/s1
• InChI Key: CTFFVYUINIRCHH-AEGPPILISA-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	+	0.8649	86.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7690	76.90%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9198	91.98%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6622	66.22%
P-glycoprotein inhibitior	-	0.7916	79.16%
P-glycoprotein substrate	-	0.7931	79.31%
CYP3A4 substrate	+	0.6221	62.21%
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	+	0.4842	48.42%
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	-	0.9290	92.90%
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	+	0.8480	84.80%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6407	64.07%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.6077	60.77%
Estrogen receptor binding	-	0.5116	51.16%
Androgen receptor binding	-	0.6962	69.62%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5890	58.90%
Aromatase binding	-	0.7276	72.76%
PPAR gamma	+	0.5289	52.89%
Honey bee toxicity	-	0.7749	77.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.45%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.07%	91.19%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.15%	96.39%
CHEMBL4208	P20618	Proteasome component C5	83.16%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.28%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.26%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.16%	95.56%

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: 23427759
• NPASS: NPC146026
• LOTUS: LTS0201237
• wikiData: Q104969755