(1S,3R,5S,7S,8R)-8,12,12-trimethyl-6-oxatetracyclo[6.4.0.01,3.05,7]dodecan-4-one

Details

• Internal ID: 0fa8ebca-6a1f-4baa-8e8f-eeeca231e5f3
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,3R,5S,7S,8R)-8,12,12-trimethyl-6-oxatetracyclo[6.4.0.01,3.05,7]dodecan-4-one
• SMILES (Canonical): CC1(CCCC2(C13CC3C(=O)C4C2O4)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@@]13C[C@H]3C(=O)[C@@H]4[C@H]2O4)(C)C
• InChI: InChI=1S/C14H20O2/c1-12(2)5-4-6-13(3)11-10(16-11)9(15)8-7-14(8,12)13/h8,10-11H,4-7H2,1-3H3/t8-,10+,11+,13-,14-/m0/s1
• InChI Key: VIYHCJCTDHYTAS-VMFDRLBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7820	78.20%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4475	44.75%
OATP2B1 inhibitior	-	0.8432	84.32%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9323	93.23%
P-glycoprotein inhibitior	-	0.8652	86.52%
P-glycoprotein substrate	-	0.8911	89.11%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.7817	78.17%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.6363	63.63%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	+	0.5056	50.56%
CYP2C8 inhibition	-	0.9730	97.30%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9470	94.70%
Eye irritation	-	0.8269	82.69%
Skin irritation	-	0.6166	61.66%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7098	70.98%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5712	57.12%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5353	53.53%
Acute Oral Toxicity (c)	III	0.6604	66.04%
Estrogen receptor binding	+	0.5539	55.39%
Androgen receptor binding	+	0.6394	63.94%
Thyroid receptor binding	-	0.6384	63.84%
Glucocorticoid receptor binding	-	0.7769	77.69%
Aromatase binding	-	0.6210	62.10%
PPAR gamma	-	0.5472	54.72%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9348	93.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.31%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.08%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.87%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.56%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.10%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.31%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.08%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.01%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.40%	96.00%

Plants that contains it

• Cupressus bakeri

Cross-Links

• PubChem: 14239446
• LOTUS: LTS0148032
• wikiData: Q105287095