(8aS)-8a-hydroxy-7-methoxy-3,3,6,8,8-pentamethyl-1,2-benzodioxin-5-one

Details

• Internal ID: 22f25d7f-671b-455e-a000-b6cf34a68b14
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (8aS)-8a-hydroxy-7-methoxy-3,3,6,8,8-pentamethyl-1,2-benzodioxin-5-one
• SMILES (Canonical): CC1=C(C(C2(C(=CC(OO2)(C)C)C1=O)O)(C)C)OC
• SMILES (Isomeric): CC1=C(C([C@]2(C(=CC(OO2)(C)C)C1=O)O)(C)C)OC
• InChI: InChI=1S/C14H20O5/c1-8-10(15)9-7-12(2,3)18-19-14(9,16)13(4,5)11(8)17-6/h7,16H,1-6H3/t14-/m1/s1
• InChI Key: SENYMLAIBAMFKB-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.87
• 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	+	0.9750	97.50%
Caco-2	+	0.6070	60.70%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6899	68.99%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7755	77.55%
P-glycoprotein inhibitior	-	0.8595	85.95%
P-glycoprotein substrate	-	0.9050	90.50%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.6177	61.77%
CYP2C9 inhibition	-	0.8975	89.75%
CYP2C19 inhibition	-	0.7011	70.11%
CYP2D6 inhibition	-	0.8779	87.79%
CYP1A2 inhibition	-	0.8197	81.97%
CYP2C8 inhibition	-	0.8860	88.60%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.5358	53.58%
Eye corrosion	-	0.9693	96.93%
Eye irritation	+	0.6374	63.74%
Skin irritation	-	0.6953	69.53%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7585	75.85%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7501	75.01%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7079	70.79%
Acute Oral Toxicity (c)	III	0.5604	56.04%
Estrogen receptor binding	+	0.6534	65.34%
Androgen receptor binding	+	0.5437	54.37%
Thyroid receptor binding	+	0.5318	53.18%
Glucocorticoid receptor binding	-	0.5144	51.44%
Aromatase binding	-	0.5137	51.37%
PPAR gamma	+	0.5973	59.73%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8622	86.22%

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	92.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.78%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.87%	94.75%

Plants that contains it

• Baeckea frutescens

Cross-Links

• PubChem: 163033634
• LOTUS: LTS0211300
• wikiData: Q105251366