(1S,3S,5S)-1-(furan-3-yl)-5-methyl-3-(2-methylprop-1-enyl)-2,8-dioxabicyclo[3.2.1]octane

Details

• Internal ID: 63201f2b-4e92-486f-a0e9-9aaf1c4df773
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,3S,5S)-1-(furan-3-yl)-5-methyl-3-(2-methylprop-1-enyl)-2,8-dioxabicyclo[3.2.1]octane
• SMILES (Canonical): CC(=CC1CC2(CCC(O1)(O2)C3=COC=C3)C)C
• SMILES (Isomeric): CC(=C[C@@H]1C[C@@]2(CC[C@](O1)(O2)C3=COC=C3)C)C
• InChI: InChI=1S/C15H20O3/c1-11(2)8-13-9-14(3)5-6-15(17-13,18-14)12-4-7-16-10-12/h4,7-8,10,13H,5-6,9H2,1-3H3/t13-,14+,15+/m1/s1
• InChI Key: RQMUCZNIXXHSAS-ILXRZTDVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.7961	79.61%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5770	57.70%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8310	83.10%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5886	58.86%
P-glycoprotein inhibitior	-	0.9516	95.16%
P-glycoprotein substrate	-	0.8287	82.87%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7661	76.61%
CYP3A4 inhibition	-	0.7809	78.09%
CYP2C9 inhibition	-	0.7208	72.08%
CYP2C19 inhibition	-	0.6534	65.34%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.6208	62.08%
CYP2C8 inhibition	-	0.7734	77.34%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.7266	72.66%
Skin irritation	-	0.6779	67.79%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5070	50.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3686	36.86%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5320	53.20%
skin sensitisation	-	0.6959	69.59%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5850	58.50%
Acute Oral Toxicity (c)	II	0.4276	42.76%
Estrogen receptor binding	-	0.6958	69.58%
Androgen receptor binding	-	0.5263	52.63%
Thyroid receptor binding	+	0.5907	59.07%
Glucocorticoid receptor binding	-	0.6155	61.55%
Aromatase binding	-	0.5509	55.09%
PPAR gamma	+	0.5267	52.67%
Honey bee toxicity	-	0.8198	81.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	96.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.79%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.49%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.84%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.38%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.16%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	81.81%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.65%	86.33%

Plants that contains it

• Eremophila rotundifolia

Cross-Links

• PubChem: 163014030
• LOTUS: LTS0155569
• wikiData: Q105243426