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

Details

• Internal ID: 4a92efa8-346f-4882-b27d-736ef4dd6a5e
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1S,2S,3R,5R,6R,8S,12S)-12-acetyloxy-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.02,6]dodecan-3-yl] acetate
• SMILES (Canonical): CC1CC(C2C1CC3C(CC2(OC3(C)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@H]2[C@@H]1C[C@H]3[C@H](C[C@@]2(OC3(C)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C19H30O5/c1-10-7-15(22-11(2)20)17-13(10)8-14-16(23-12(3)21)9-19(17,6)24-18(14,4)5/h10,13-17H,7-9H2,1-6H3/t10-,13-,14+,15-,16+,17+,19+/m1/s1
• InChI Key: UVUBMUALYRCMQK-KJGIFLGISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.5962	59.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5651	56.51%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8379	83.79%
P-glycoprotein inhibitior	-	0.5752	57.52%
P-glycoprotein substrate	-	0.7955	79.55%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.8182	81.82%
CYP2C19 inhibition	-	0.7957	79.57%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.7622	76.22%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9032	90.32%
Carcinogenicity (trinary)	Non-required	0.6796	67.96%
Eye corrosion	-	0.9492	94.92%
Eye irritation	-	0.8485	84.85%
Skin irritation	-	0.7114	71.14%
Skin corrosion	-	0.9006	90.06%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5507	55.07%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.7847	78.47%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5811	58.11%
Acute Oral Toxicity (c)	III	0.4706	47.06%
Estrogen receptor binding	+	0.7879	78.79%
Androgen receptor binding	-	0.5846	58.46%
Thyroid receptor binding	+	0.7036	70.36%
Glucocorticoid receptor binding	+	0.6651	66.51%
Aromatase binding	+	0.6007	60.07%
PPAR gamma	-	0.4861	48.61%
Honey bee toxicity	-	0.5897	58.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9604	96.04%

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	96.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.57%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.66%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.00%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.78%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.12%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.72%	97.25%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 101620273
• LOTUS: LTS0174077
• wikiData: Q105280102