2-[(2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxan-2-yl]-2-hydroxy-1-(4-hydroxyphenyl)ethanone

Details

• Internal ID: 8fa650fd-06e1-4d9e-a151-f2a615f6dca2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-[(2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxan-2-yl]-2-hydroxy-1-(4-hydroxyphenyl)ethanone
• InChI: InChI=1S/C15H20O8/c1-2-22-15-13(21)10(18)12(20)14(23-15)11(19)9(17)7-3-5-8(16)6-4-7/h3-6,10-16,18-21H,2H2,1H3/t10-,11?,12-,13+,14+,15+/m0/s1
• InChI Key: LZDSGRJZIUFAEV-HBSZEWBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5579	55.79%
Caco-2	-	0.7255	72.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7908	79.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8829	88.29%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9767	97.67%
P-glycoprotein inhibitior	-	0.8925	89.25%
P-glycoprotein substrate	-	0.8334	83.34%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.7729	77.29%
CYP2C9 inhibition	-	0.6592	65.92%
CYP2C19 inhibition	-	0.8203	82.03%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.7620	76.20%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6131	61.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8571	85.71%
Skin irritation	-	0.7284	72.84%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8993	89.93%
Micronuclear	+	0.5207	52.07%
Hepatotoxicity	-	0.6771	67.71%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5308	53.08%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.8503	85.03%
Estrogen receptor binding	-	0.5767	57.67%
Androgen receptor binding	-	0.5221	52.21%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	-	0.4775	47.75%
Aromatase binding	-	0.5413	54.13%
PPAR gamma	-	0.6303	63.03%
Honey bee toxicity	-	0.8770	87.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8550	85.50%
Fish aquatic toxicity	+	0.8624	86.24%

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	96.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.67%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.37%	93.10%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.24%	97.21%
CHEMBL4208	P20618	Proteasome component C5	86.54%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.25%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.12%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.96%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%

Plants that contains it

• Tabebuia aurea

Cross-Links

• PubChem: 162958587
• LOTUS: LTS0140306
• wikiData: Q105159802