1-[3-Methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one

Details

• Internal ID: d329cbb7-f2ae-47e8-abd4-9c676462bd86
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
• SMILES (Canonical): CCC(=O)C1=CC(=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)OC
• SMILES (Isomeric): CCC(=O)C1=CC(=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)OC
• InChI: InChI=1S/C16H22O8/c1-3-9(18)8-4-5-10(11(6-8)22-2)23-16-15(21)14(20)13(19)12(7-17)24-16/h4-6,12-17,19-21H,3,7H2,1-2H3
• InChI Key: ZLJVCXLTFBUWGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5908	59.08%
Caco-2	-	0.6784	67.84%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7062	70.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6590	65.90%
P-glycoprotein inhibitior	-	0.9101	91.01%
P-glycoprotein substrate	-	0.8439	84.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.7907	79.07%
CYP2C9 inhibition	-	0.8201	82.01%
CYP2C19 inhibition	-	0.8371	83.71%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.8341	83.41%
CYP2C8 inhibition	+	0.6417	64.17%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7646	76.46%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5210	52.10%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8284	82.84%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	-	0.5996	59.96%
Androgen receptor binding	-	0.7161	71.61%
Thyroid receptor binding	-	0.6192	61.92%
Glucocorticoid receptor binding	-	0.4792	47.92%
Aromatase binding	-	0.6296	62.96%
PPAR gamma	+	0.5237	52.37%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7315	73.15%
Fish aquatic toxicity	-	0.3823	38.23%

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	97.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.01%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.86%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.65%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.72%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	85.02%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.56%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.78%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.75%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.58%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	81.85%	90.20%
CHEMBL2535	P11166	Glucose transporter	81.40%	98.75%

Plants that contains it

• Baccharis dracunculifolia
• Glehnia littoralis
• Iodes cirrhosa

Cross-Links

• PubChem: 3821266
• LOTUS: LTS0168648
• wikiData: Q105378935