methyl (1R,4aS,9S,9aS)-1-hydroxy-9-[2-(4-hydroxyphenyl)ethoxy]-6-oxo-1,4a,5,8,9,9a-hexahydropyrano[3,4-d]oxepine-4-carboxylate

Details

• Internal ID: 3a704b25-933b-441f-8516-11d8dfd53524
• Taxonomy: Benzenoids > Phenols > Tyrosols and derivatives
• IUPAC Name: methyl (1R,4aS,9S,9aS)-1-hydroxy-9-[2-(4-hydroxyphenyl)ethoxy]-6-oxo-1,4a,5,8,9,9a-hexahydropyrano[3,4-d]oxepine-4-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1CC(=O)OCC2OCCC3=CC=C(C=C3)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC(=O)OC[C@H]2OCCC3=CC=C(C=C3)O)O
• InChI: InChI=1S/C19H22O8/c1-24-18(22)14-9-27-19(23)17-13(14)8-16(21)26-10-15(17)25-7-6-11-2-4-12(20)5-3-11/h2-5,9,13,15,17,19-20,23H,6-8,10H2,1H3/t13-,15-,17+,19-/m1/s1
• InChI Key: JOEQDQWFNQJALW-HAYUQVRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₈
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.13146766 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8604	86.04%
Caco-2	-	0.5885	58.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8599	85.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7933	79.33%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6633	66.33%
P-glycoprotein inhibitior	-	0.5677	56.77%
P-glycoprotein substrate	+	0.6609	66.09%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.7942	79.42%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8308	83.08%
CYP2C19 inhibition	-	0.5364	53.64%
CYP2D6 inhibition	-	0.8018	80.18%
CYP1A2 inhibition	-	0.6042	60.42%
CYP2C8 inhibition	+	0.7707	77.07%
CYP inhibitory promiscuity	-	0.6922	69.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5424	54.24%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.8805	88.05%
Skin irritation	-	0.8328	83.28%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4154	41.54%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6769	67.69%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.4249	42.49%
Estrogen receptor binding	+	0.6293	62.93%
Androgen receptor binding	+	0.5994	59.94%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	-	0.6361	63.61%
PPAR gamma	+	0.5370	53.70%
Honey bee toxicity	-	0.7829	78.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9070	90.70%

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	97.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	93.93%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.14%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.39%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.50%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.17%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.91%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.07%	90.00%

Plants that contains it

• Jasminum multiflorum

Cross-Links

• PubChem: 14488028
• LOTUS: LTS0217385
• wikiData: Q105132304