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

Details

• Internal ID: fbe06a1c-3421-46db-87ca-f4a02d0fc8eb
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1S,2S,3R,5R,6R,8S,12S)-12-hydroxy-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.02,6]dodecan-3-yl] acetate
• InChI: InChI=1S/C17H28O4/c1-9-6-14(20-10(2)18)15-11(9)7-12-13(19)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: KSJYGLBFXLTFDO-VQOJOYJTSA-N
• Popularity: 2 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	+	0.9829	98.29%
Caco-2	+	0.5262	52.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5733	57.33%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9097	90.97%
P-glycoprotein inhibitior	-	0.8421	84.21%
P-glycoprotein substrate	-	0.7567	75.67%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.8657	86.57%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.7917	79.17%
CYP2C8 inhibition	-	0.7613	76.13%
CYP inhibitory promiscuity	-	0.9915	99.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9232	92.32%
Carcinogenicity (trinary)	Non-required	0.6788	67.88%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.8441	84.41%
Skin irritation	-	0.6494	64.94%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6110	61.10%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7035	70.35%
skin sensitisation	-	0.7771	77.71%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5190	51.90%
Acute Oral Toxicity (c)	III	0.4574	45.74%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	-	0.6027	60.27%
Thyroid receptor binding	+	0.7463	74.63%
Glucocorticoid receptor binding	+	0.6908	69.08%
Aromatase binding	-	0.6147	61.47%
PPAR gamma	-	0.5308	53.08%
Honey bee toxicity	-	0.6078	60.78%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.8971	89.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.75%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.09%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.86%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.86%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.24%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.43%	95.71%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 101635457
• LOTUS: LTS0121615
• wikiData: Q105145453