[(1S,2S,3R,5R,6R,8S,12S)-3-hydroxy-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.02,6]dodecan-12-yl] acetate

Details

• Internal ID: fcac704c-6e4d-4d1f-8d06-a7f0bbac7a19
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1S,2S,3R,5R,6R,8S,12S)-3-hydroxy-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.02,6]dodecan-12-yl] acetate
• InChI: InChI=1S/C17H28O4/c1-9-6-13(19)15-11(9)7-12-14(20-10(2)18)8-17(15,5)21-16(12,3)4/h9,11-15,19H,6-8H2,1-5H3/t9-,11-,12+,13-,14+,15+,17+/m1/s1
• InChI Key: XCGZLOPHNCJNRF-OXCLCMQMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	-	0.5586	55.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5100	51.00%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8264	82.64%
P-glycoprotein inhibitior	-	0.8114	81.14%
P-glycoprotein substrate	-	0.7387	73.87%
CYP3A4 substrate	+	0.6915	69.15%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.7951	79.51%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.7639	76.39%
CYP2C8 inhibition	-	0.7543	75.43%
CYP inhibitory promiscuity	-	0.9845	98.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9132	91.32%
Carcinogenicity (trinary)	Non-required	0.6793	67.93%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8140	81.40%
Skin irritation	-	0.6073	60.73%
Skin corrosion	-	0.9208	92.08%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7333	73.33%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.7848	78.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5170	51.70%
Acute Oral Toxicity (c)	III	0.4262	42.62%
Estrogen receptor binding	+	0.6504	65.04%
Androgen receptor binding	-	0.5351	53.51%
Thyroid receptor binding	+	0.6304	63.04%
Glucocorticoid receptor binding	-	0.4837	48.37%
Aromatase binding	-	0.6125	61.25%
PPAR gamma	-	0.6008	60.08%
Honey bee toxicity	-	0.5092	50.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.8922	89.22%

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	97.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.06%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.63%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.80%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.53%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.39%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.68%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.23%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.13%	96.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.40%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 101636140
• LOTUS: LTS0272780
• wikiData: Q105325045