(1S,2S,9S,10R)-2,5,5,9-tetramethyl-12-oxatricyclo[7.2.1.04,10]dodec-3-en-2-ol

Details

• Internal ID: ff1ce74a-fce5-4cf7-acf7-404a7b0c9ea1
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (1S,2S,9S,10R)-2,5,5,9-tetramethyl-12-oxatricyclo[7.2.1.04,10]dodec-3-en-2-ol
• SMILES (Canonical): CC1(CCCC2(C3C1=CC(C(C3)O2)(C)O)C)C
• SMILES (Isomeric): C[C@@]12CCCC(C3=C[C@]([C@@H](O1)C[C@@H]23)(C)O)(C)C
• InChI: InChI=1S/C15H24O2/c1-13(2)6-5-7-15(4)10-8-12(17-15)14(3,16)9-11(10)13/h9-10,12,16H,5-8H2,1-4H3/t10-,12+,14+,15+/m1/s1
• InChI Key: NVJZUKOMNWFJRX-WCUVEOEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8066	80.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5342	53.42%
OATP2B1 inhibitior	-	0.8446	84.46%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9540	95.40%
P-glycoprotein inhibitior	-	0.9420	94.20%
P-glycoprotein substrate	-	0.8984	89.84%
CYP3A4 substrate	+	0.5206	52.06%
CYP2C9 substrate	-	0.7629	76.29%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	-	0.7885	78.85%
CYP2C9 inhibition	-	0.7695	76.95%
CYP2C19 inhibition	-	0.6465	64.65%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.5816	58.16%
CYP2C8 inhibition	-	0.8633	86.33%
CYP inhibitory promiscuity	-	0.8289	82.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5416	54.16%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.7227	72.27%
Skin irritation	-	0.5483	54.83%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4392	43.92%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5557	55.57%
skin sensitisation	+	0.4767	47.67%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7369	73.69%
Acute Oral Toxicity (c)	III	0.6745	67.45%
Estrogen receptor binding	-	0.8269	82.69%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	-	0.6323	63.23%
Aromatase binding	-	0.6815	68.15%
PPAR gamma	-	0.7505	75.05%
Honey bee toxicity	-	0.9297	92.97%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9187	91.87%

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	96.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	89.81%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	83.73%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.73%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.55%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.24%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.14%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.11%	95.89%

Plants that contains it

• Artemisia filifolia

Cross-Links

• PubChem: 162889960
• LOTUS: LTS0210489
• wikiData: Q105186271