[(1R,2R,3S,5R,6S,9R)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,5]dodecan-3-yl] acetate

Details

• Internal ID: 516bfcbd-0ecb-4e88-a15e-7092ff13bd1b
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: [(1R,2R,3S,5R,6S,9R)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,5]dodecan-3-yl] acetate
• SMILES (Canonical): CC1CCC2CC3(C1CC(C3C)OC(=O)C)OC2(C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2C[C@]3([C@@H]1C[C@@H]([C@H]3C)OC(=O)C)OC2(C)C
• InChI: InChI=1S/C17H28O3/c1-10-6-7-13-9-17(20-16(13,4)5)11(2)15(8-14(10)17)19-12(3)18/h10-11,13-15H,6-9H2,1-5H3/t10-,11+,13+,14+,15-,17-/m0/s1
• InChI Key: WNFIZKASLLDALW-TWRVGDEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7351	73.51%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5873	58.73%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8815	88.15%
P-glycoprotein inhibitior	-	0.7777	77.77%
P-glycoprotein substrate	-	0.7950	79.50%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	-	0.9173	91.73%
CYP2C9 inhibition	-	0.7371	73.71%
CYP2C19 inhibition	-	0.5705	57.05%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.6783	67.83%
CYP2C8 inhibition	-	0.6323	63.23%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9419	94.19%
Eye irritation	-	0.8688	86.88%
Skin irritation	-	0.5784	57.84%
Skin corrosion	-	0.8657	86.57%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6310	63.10%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6654	66.54%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5954	59.54%
Acute Oral Toxicity (c)	III	0.4761	47.61%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	-	0.5805	58.05%
Thyroid receptor binding	+	0.6830	68.30%
Glucocorticoid receptor binding	+	0.6129	61.29%
Aromatase binding	+	0.5527	55.27%
PPAR gamma	+	0.5648	56.48%
Honey bee toxicity	-	0.7903	79.03%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9520	95.20%

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	95.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	92.16%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.82%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.38%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.38%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.62%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.51%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.43%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.34%	94.80%

Plants that contains it

• Pulicaria paludosa

Cross-Links

• PubChem: 14396707
• LOTUS: LTS0003182
• wikiData: Q105309034