(E)-N-[(1S,2S,4S,5S,6S,7R,8S)-1,7-dihydroxy-5-methoxy-10-oxo-3-oxatricyclo[4.3.1.02,4]decan-8-yl]dodec-2-enamide

Details

• Internal ID: 00165d1d-9bcc-4995-89fe-953722684697
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (E)-N-[(1S,2S,4S,5S,6S,7R,8S)-1,7-dihydroxy-5-methoxy-10-oxo-3-oxatricyclo[4.3.1.02,4]decan-8-yl]dodec-2-enamide
• SMILES (Canonical): CCCCCCCCCC=CC(=O)NC1CC2(C3C(O3)C(C(C1O)C2=O)OC)O
• SMILES (Isomeric): CCCCCCCCC/C=C/C(=O)N[C@H]1C[C@@]2([C@@H]3[C@@H](O3)[C@H]([C@H]([C@H]1O)C2=O)OC)O
• InChI: InChI=1S/C22H35NO6/c1-3-4-5-6-7-8-9-10-11-12-15(24)23-14-13-22(27)20(26)16(17(14)25)18(28-2)19-21(22)29-19/h11-12,14,16-19,21,25,27H,3-10,13H2,1-2H3,(H,23,24)/b12-11+/t14-,16-,17-,18-,19-,21-,22+/m0/s1
• InChI Key: SGVOKQVCWJVGRH-UJSJBRGRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₆
• Molecular Weight: 409.50 g/mol
• Exact Mass: 409.24643784 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8127	81.27%
Caco-2	-	0.7586	75.86%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4530	45.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9246	92.46%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	-	0.6073	60.73%
P-glycoprotein inhibitior	-	0.5878	58.78%
P-glycoprotein substrate	+	0.5223	52.23%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.5174	51.74%
CYP2C9 inhibition	-	0.7693	76.93%
CYP2C19 inhibition	-	0.7449	74.49%
CYP2D6 inhibition	-	0.8853	88.53%
CYP1A2 inhibition	-	0.8271	82.71%
CYP2C8 inhibition	-	0.6645	66.45%
CYP inhibitory promiscuity	-	0.6738	67.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9680	96.80%
Skin irritation	-	0.7387	73.87%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7455	74.55%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5978	59.78%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5128	51.28%
Acute Oral Toxicity (c)	III	0.5456	54.56%
Estrogen receptor binding	+	0.5617	56.17%
Androgen receptor binding	-	0.4854	48.54%
Thyroid receptor binding	+	0.5142	51.42%
Glucocorticoid receptor binding	-	0.5152	51.52%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5599	55.99%
Honey bee toxicity	-	0.8801	88.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7475	74.75%
Fish aquatic toxicity	+	0.9025	90.25%

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	97.55%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.69%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.55%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.14%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	91.72%	98.03%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	89.74%	88.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.11%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.85%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.75%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.88%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.92%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.87%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.71%	89.34%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.48%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.06%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.37%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.99%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.16%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	80.10%	89.63%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.10%	96.00%

Plants that contains it

• Micromeles japonica

Cross-Links

• PubChem: 44603637
• LOTUS: LTS0251910
• wikiData: Q105252667