2-[(1R,6R,7S,8R)-8-ethyl-1,3,5,7-tetramethyl-7-bicyclo[4.2.0]octa-2,4-dienyl]-6-methoxy-3,5-dimethylpyran-4-one

Details

• Internal ID: fb75cdad-c979-4002-ab0a-cfdcfc6dee72
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 2-[(1R,6R,7S,8R)-8-ethyl-1,3,5,7-tetramethyl-7-bicyclo[4.2.0]octa-2,4-dienyl]-6-methoxy-3,5-dimethylpyran-4-one
• InChI: InChI=1S/C22H30O3/c1-9-16-21(6)11-12(2)10-13(3)18(21)22(16,7)19-14(4)17(23)15(5)20(24-8)25-19/h10-11,16,18H,9H2,1-8H3/t16-,18-,21-,22+/m1/s1
• InChI Key: IQPZJQHBDGXCCK-VZVVXEKASA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.6857	68.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7052	70.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6864	68.64%
P-glycoprotein inhibitior	+	0.5906	59.06%
P-glycoprotein substrate	-	0.6396	63.96%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	-	0.6373	63.73%
CYP2D6 substrate	-	0.7702	77.02%
CYP3A4 inhibition	-	0.7926	79.26%
CYP2C9 inhibition	-	0.5829	58.29%
CYP2C19 inhibition	+	0.8410	84.10%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	+	0.6060	60.60%
CYP2C8 inhibition	-	0.5714	57.14%
CYP inhibitory promiscuity	+	0.9149	91.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9331	93.31%
Carcinogenicity (trinary)	Non-required	0.5277	52.77%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.7221	72.21%
Skin irritation	-	0.7102	71.02%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6850	68.50%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.5616	56.16%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.6614	66.14%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.6429	64.29%
Thyroid receptor binding	+	0.7057	70.57%
Glucocorticoid receptor binding	+	0.7489	74.89%
Aromatase binding	+	0.6246	62.46%
PPAR gamma	+	0.8472	84.72%
Honey bee toxicity	-	0.8066	80.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9900	99.00%

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	89.99%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.92%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.54%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.97%	98.95%
CHEMBL1871	P10275	Androgen Receptor	80.75%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11359832
• LOTUS: LTS0189668
• wikiData: Q105118521