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

Details

• Internal ID: 66fcd4a9-4d15-4359-8949-050e67db80b5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
• SMILES (Canonical): CCC(=O)C1=C(C(=CC=C1)OC2C(C(C(C(O2)CO)O)O)O)OC
• SMILES (Isomeric): CCC(=O)C1=C(C(=CC=C1)OC2C(C(C(C(O2)CO)O)O)O)OC
• InChI: InChI=1S/C16H22O8/c1-3-9(18)8-5-4-6-10(15(8)22-2)23-16-14(21)13(20)12(19)11(7-17)24-16/h4-6,11-14,16-17,19-21H,3,7H2,1-2H3
• InChI Key: MSTYKNYWHSZSSY-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	-	0.8132	81.32%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7062	70.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5757	57.57%
P-glycoprotein inhibitior	-	0.8907	89.07%
P-glycoprotein substrate	-	0.8969	89.69%
CYP3A4 substrate	+	0.5192	51.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8280	82.80%
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	-	0.6091	60.91%
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	-	0.9700	97.00%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3986	39.86%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	-	0.6043	60.43%
Androgen receptor binding	-	0.7348	73.48%
Thyroid receptor binding	-	0.6535	65.35%
Glucocorticoid receptor binding	-	0.5267	52.67%
Aromatase binding	-	0.6825	68.25%
PPAR gamma	+	0.5788	57.88%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7455	74.55%
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	98.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.67%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.11%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.26%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.32%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.00%	95.50%
CHEMBL2535	P11166	Glucose transporter	81.63%	98.75%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 162949263
• LOTUS: LTS0149510
• wikiData: Q105171414