(3S,3aS)-3-ethoxy-3,7,7-trimethyl-3a,4,6,7a-tetrahydro-1H-2-benzofuran-5-one

Details

• Internal ID: 1884295c-1e2f-496b-999e-66e82826f833
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3S,3aS)-3-ethoxy-3,7,7-trimethyl-3a,4,6,7a-tetrahydro-1H-2-benzofuran-5-one
• SMILES (Canonical): CCOC1(C2CC(=O)CC(C2CO1)(C)C)C
• SMILES (Isomeric): CCO[C@@]1([C@H]2CC(=O)CC(C2CO1)(C)C)C
• InChI: InChI=1S/C13H22O3/c1-5-15-13(4)10-6-9(14)7-12(2,3)11(10)8-16-13/h10-11H,5-8H2,1-4H3/t10-,11?,13-/m0/s1
• InChI Key: UMZZGLBLVAIHPM-BJEKPXQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.39
• 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	+	0.9956	99.56%
Caco-2	+	0.8959	89.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6106	61.06%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8064	80.64%
P-glycoprotein inhibitior	-	0.8341	83.41%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	+	0.5300	53.00%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8142	81.42%
CYP3A4 inhibition	-	0.9312	93.12%
CYP2C9 inhibition	-	0.6821	68.21%
CYP2C19 inhibition	+	0.5267	52.67%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	-	0.9002	90.02%
CYP inhibitory promiscuity	-	0.8304	83.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5548	55.48%
Eye corrosion	-	0.9501	95.01%
Eye irritation	+	0.6656	66.56%
Skin irritation	-	0.8801	88.01%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6957	69.57%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5740	57.40%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.7263	72.63%
Acute Oral Toxicity (c)	III	0.7278	72.78%
Estrogen receptor binding	-	0.7216	72.16%
Androgen receptor binding	-	0.6687	66.87%
Thyroid receptor binding	-	0.5311	53.11%
Glucocorticoid receptor binding	-	0.7461	74.61%
Aromatase binding	-	0.7891	78.91%
PPAR gamma	-	0.7705	77.05%
Honey bee toxicity	-	0.6824	68.24%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9714	97.14%

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	93.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.59%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.95%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.28%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.02%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.69%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.25%	94.73%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 5317526
• NPASS: NPC152499