(3R,8aS)-3-ethyl-8a-hydroxy-3,6,6,8,8-pentamethyl-1,2-benzodioxine-5,7-dione

Details

• Internal ID: acfdbc05-0137-4452-9d41-8d084c99c95a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (3R,8aS)-3-ethyl-8a-hydroxy-3,6,6,8,8-pentamethyl-1,2-benzodioxine-5,7-dione
• SMILES (Canonical): CCC1(C=C2C(=O)C(C(=O)C(C2(OO1)O)(C)C)(C)C)C
• SMILES (Isomeric): CC[C@@]1(C=C2C(=O)C(C(=O)C([C@@]2(OO1)O)(C)C)(C)C)C
• InChI: InChI=1S/C15H22O5/c1-7-14(6)8-9-10(16)12(2,3)11(17)13(4,5)15(9,18)20-19-14/h8,18H,7H2,1-6H3/t14-,15-/m1/s1
• InChI Key: QOKYQZNVJVFQNL-HUUCEWRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.7504	75.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8873	88.73%
P-glycoprotein inhibitior	-	0.8920	89.20%
P-glycoprotein substrate	-	0.8922	89.22%
CYP3A4 substrate	-	0.5392	53.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.5841	58.41%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.8563	85.63%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	-	0.8835	88.35%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.4170	41.70%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.5154	51.54%
Skin irritation	-	0.6341	63.41%
Skin corrosion	-	0.9124	91.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7308	73.08%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6035	60.35%
skin sensitisation	-	0.6978	69.78%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5340	53.40%
Acute Oral Toxicity (c)	III	0.6070	60.70%
Estrogen receptor binding	+	0.6398	63.98%
Androgen receptor binding	+	0.5584	55.84%
Thyroid receptor binding	-	0.4945	49.45%
Glucocorticoid receptor binding	-	0.7164	71.64%
Aromatase binding	-	0.5072	50.72%
PPAR gamma	-	0.6052	60.52%
Honey bee toxicity	-	0.9531	95.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9480	94.80%

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	94.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.54%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.50%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	83.42%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%

Plants that contains it

• Eucalyptus grandis

Cross-Links

• PubChem: 13964541
• LOTUS: LTS0102225
• wikiData: Q105224960