6-Hydroxy-7,11,11-trimethyl-12-oxabicyclo[5.4.1]dodec-1-en-3-one

Details

• Internal ID: a6ad6f15-170e-4e30-80ce-bf6cfa9d9d16
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 6-hydroxy-7,11,11-trimethyl-12-oxabicyclo[5.4.1]dodec-1-en-3-one
• SMILES (Canonical): CC1(CCCC2(C(CCC(=O)C=C1O2)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C(CCC(=O)C=C1O2)O)C)C
• InChI: InChI=1S/C14H22O3/c1-13(2)7-4-8-14(3)11(16)6-5-10(15)9-12(13)17-14/h9,11,16H,4-8H2,1-3H3
• InChI Key: DWVHINUKWZZGNV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 3
• 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	+	0.9935	99.35%
Caco-2	+	0.9513	95.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6804	68.04%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8967	89.67%
P-glycoprotein inhibitior	-	0.9200	92.00%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.8333	83.33%
CYP3A4 inhibition	-	0.7871	78.71%
CYP2C9 inhibition	-	0.7248	72.48%
CYP2C19 inhibition	-	0.5757	57.57%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	+	0.5062	50.62%
CYP2C8 inhibition	-	0.9202	92.02%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.6332	63.32%
Skin irritation	+	0.5472	54.72%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.9145	91.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.6824	68.24%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5628	56.28%
skin sensitisation	-	0.6563	65.63%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7258	72.58%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	-	0.6560	65.60%
Androgen receptor binding	-	0.5868	58.68%
Thyroid receptor binding	-	0.5105	51.05%
Glucocorticoid receptor binding	-	0.5317	53.17%
Aromatase binding	-	0.7743	77.43%
PPAR gamma	-	0.7716	77.16%
Honey bee toxicity	-	0.9617	96.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9213	92.13%

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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.66%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.58%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.50%	97.25%
CHEMBL1871	P10275	Androgen Receptor	87.48%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.20%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.15%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.05%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85107202
• LOTUS: LTS0009755
• wikiData: Q104990778