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

Details

• Internal ID: deb350ab-e944-4dd4-b5de-11de02a91e54
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[5-hydroxy-2-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• InChI: InChI=1S/C14H18O8/c1-6(16)8-4-7(17)2-3-9(8)21-14-13(20)12(19)11(18)10(5-15)22-14/h2-4,10-15,17-20H,5H2,1H3/t10-,11-,12-,13+,14-/m1/s1
• InChI Key: GXBCTYRBTGLIQW-XGFWRYKXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6968	69.68%
Caco-2	-	0.8928	89.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9194	91.94%
P-glycoprotein inhibitior	-	0.9292	92.92%
P-glycoprotein substrate	-	0.8731	87.31%
CYP3A4 substrate	-	0.5058	50.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.9323	93.23%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8956	89.56%
CYP2C8 inhibition	-	0.5892	58.92%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7453	74.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.8162	81.62%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5608	56.08%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5659	56.59%
Acute Oral Toxicity (c)	III	0.7648	76.48%
Estrogen receptor binding	-	0.7389	73.89%
Androgen receptor binding	-	0.6358	63.58%
Thyroid receptor binding	-	0.6327	63.27%
Glucocorticoid receptor binding	-	0.5707	57.07%
Aromatase binding	-	0.7343	73.43%
PPAR gamma	-	0.4938	49.38%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8654	86.54%
Fish aquatic toxicity	+	0.6459	64.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.86%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.70%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.95%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.63%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.02%	94.45%

Plants that contains it

• Cynanchum bungei

Cross-Links

• PubChem: 162956297
• LOTUS: LTS0018430
• wikiData: Q105022960