1-[2,6-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: 6fd71bb4-738f-40fb-b35e-a28d473bcb4f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2,6-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C(C=C1OC)OC2C(C(C(C(O2)CO)O)O)O)OC
• SMILES (Isomeric): CC(=O)C1=C(C=C(C=C1OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC
• InChI: InChI=1S/C16H22O9/c1-7(18)12-9(22-2)4-8(5-10(12)23-3)24-16-15(21)14(20)13(19)11(6-17)25-16/h4-5,11,13-17,19-21H,6H2,1-3H3/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: NAYHLKDRMPJNHH-YMILTQATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34 g/mol
• Exact Mass: 358.12638228 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 9
• 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	-	0.7092	70.92%
Caco-2	-	0.7873	78.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7631	76.31%
P-glycoprotein inhibitior	-	0.8754	87.54%
P-glycoprotein substrate	-	0.9171	91.71%
CYP3A4 substrate	-	0.5084	50.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	0.7420	74.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7524	75.24%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.8474	84.74%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5487	54.87%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.8343	83.43%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.7671	76.71%
Estrogen receptor binding	-	0.5737	57.37%
Androgen receptor binding	-	0.7160	71.60%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5259	52.59%
PPAR gamma	+	0.5654	56.54%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7549	75.49%
Fish aquatic toxicity	-	0.4537	45.37%

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	98.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.92%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.77%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.54%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.03%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.46%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.93%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.47%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.71%	89.00%

Plants that contains it

• Pancratium biflorum

Cross-Links

• PubChem: 14427354
• LOTUS: LTS0051826
• wikiData: Q105176631