1-[(1R,3R,6R,8S,9R)-8-methoxy-4-methyl-7-oxatricyclo[4.3.0.03,9]non-4-en-9-yl]-4-methylpent-3-en-2-one

Details

• Internal ID: c0c4b4fc-d73f-487a-afd7-9ce094c1d61c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 1-[(1R,3R,6R,8S,9R)-8-methoxy-4-methyl-7-oxatricyclo[4.3.0.03,9]non-4-en-9-yl]-4-methylpent-3-en-2-one
• InChI: InChI=1S/C16H22O3/c1-9(2)5-11(17)8-16-12-7-13(16)14(6-10(12)3)19-15(16)18-4/h5-6,12-15H,7-8H2,1-4H3/t12-,13+,14-,15+,16-/m1/s1
• InChI Key: AQDMDTGKIYSQKB-DGADGQDISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5271	52.71%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7337	73.37%
P-glycoprotein inhibitior	-	0.8322	83.22%
P-glycoprotein substrate	-	0.7357	73.57%
CYP3A4 substrate	+	0.6330	63.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.5060	50.60%
CYP2C9 inhibition	-	0.7828	78.28%
CYP2C19 inhibition	-	0.5819	58.19%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.7672	76.72%
CYP2C8 inhibition	-	0.8387	83.87%
CYP inhibitory promiscuity	+	0.5789	57.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4738	47.38%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.6781	67.81%
Skin irritation	-	0.6580	65.80%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5193	51.93%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5105	51.05%
skin sensitisation	-	0.5797	57.97%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	+	0.7492	74.92%
Androgen receptor binding	+	0.5703	57.03%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	-	0.5673	56.73%
Aromatase binding	-	0.7904	79.04%
PPAR gamma	-	0.5288	52.88%
Honey bee toxicity	-	0.7662	76.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9836	98.36%

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	97.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.81%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.97%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.24%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.72%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.93%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.95%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.94%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	81.51%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.40%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%

Plants that contains it

• Lepidolaena clavigera

Cross-Links

• PubChem: 101844090
• LOTUS: LTS0205986
• wikiData: Q104916798