[(2R,3S,4S)-2-hydroxy-4-[(S)-(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl]methyl acetate

Details

• Internal ID: 943cf235-6a5c-47b9-b973-7e54f0f29338
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(2R,3S,4S)-2-hydroxy-4-[(S)-(7-methoxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(COC1O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC(=C(C(=C4)OC)OC)OC
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@@H](CO[C@H]1O)[C@H](C2=CC3=C(C(=C2)OC)OCO3)C4=CC(=C(C(=C4)OC)OC)OC
• InChI: InChI=1S/C25H30O10/c1-13(26)32-11-17-16(10-33-25(17)27)22(14-6-18(28-2)23(31-5)19(7-14)29-3)15-8-20(30-4)24-21(9-15)34-12-35-24/h6-9,16-17,22,25,27H,10-12H2,1-5H3/t16-,17-,22+,25-/m1/s1
• InChI Key: XQRMLHXAJPOICH-FGGBXUGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₀
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.18389715 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 9

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	+	0.5195	51.95%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7646	76.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9376	93.76%
P-glycoprotein inhibitior	+	0.7601	76.01%
P-glycoprotein substrate	-	0.6694	66.94%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	+	0.8460	84.60%
CYP2C9 inhibition	+	0.7203	72.03%
CYP2C19 inhibition	+	0.8312	83.12%
CYP2D6 inhibition	-	0.8388	83.88%
CYP1A2 inhibition	-	0.6702	67.02%
CYP2C8 inhibition	-	0.7134	71.34%
CYP inhibitory promiscuity	+	0.6600	66.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9319	93.19%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.5108	51.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7945	79.45%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.4475	44.75%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	+	0.6909	69.09%
Glucocorticoid receptor binding	+	0.8432	84.32%
Aromatase binding	-	0.5464	54.64%
PPAR gamma	+	0.5773	57.73%
Honey bee toxicity	-	0.6802	68.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9931	99.31%

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	98.86%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.77%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.47%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.68%	94.80%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.02%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.57%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.11%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.09%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.06%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.16%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.50%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.42%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.62%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.93%	91.19%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.92%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.63%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.54%	97.25%
CHEMBL2535	P11166	Glucose transporter	81.50%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.21%	90.00%
CHEMBL5028	O14672	ADAM10	81.06%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.01%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.48%	96.95%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.16%	80.96%

Plants that contains it

• Peperomia heyneana

Cross-Links

• PubChem: 163047559
• LOTUS: LTS0088346
• wikiData: Q105340000