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

Details

• Internal ID: 721f3cf1-6972-4253-9a8a-dfe4ca4a5074
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[3-(2-hydroxyethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=CC(=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)CCO
• SMILES (Isomeric): CC(=O)C1=CC(=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CCO
• InChI: InChI=1S/C16H22O8/c1-8(19)9-2-3-11(10(6-9)4-5-17)23-16-15(22)14(21)13(20)12(7-18)24-16/h2-3,6,12-18,20-22H,4-5,7H2,1H3/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: NHMZPJFIGAJCPH-IBEHDNSVSA-N
• Popularity: 1 reference 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): 137.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6923	69.23%
Caco-2	-	0.8422	84.22%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8965	89.65%
P-glycoprotein inhibitior	-	0.8956	89.56%
P-glycoprotein substrate	-	0.8535	85.35%
CYP3A4 substrate	+	0.5182	51.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.9025	90.25%
CYP2C9 inhibition	-	0.8013	80.13%
CYP2C19 inhibition	-	0.9232	92.32%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.8629	86.29%
CYP2C8 inhibition	+	0.5283	52.83%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7255	72.55%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9515	95.15%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5556	55.56%
Micronuclear	-	0.7067	70.67%
Hepatotoxicity	-	0.7243	72.43%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6312	63.12%
Acute Oral Toxicity (c)	III	0.7786	77.86%
Estrogen receptor binding	-	0.6258	62.58%
Androgen receptor binding	-	0.7046	70.46%
Thyroid receptor binding	-	0.5677	56.77%
Glucocorticoid receptor binding	-	0.6581	65.81%
Aromatase binding	-	0.6361	63.61%
PPAR gamma	-	0.5108	51.08%
Honey bee toxicity	-	0.8488	84.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8349	83.49%
Fish aquatic toxicity	-	0.6182	61.82%

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	95.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.79%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.41%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.74%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.13%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.10%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.31%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.90%	94.00%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 21596137
• NPASS: NPC127092
• LOTUS: LTS0010772
• wikiData: Q105179482