[(2R,3S,4S,5R,6S)-6-[2,6-dihydroxy-4-(hydroxymethyl)phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 0275ac8a-8a3f-44a8-9745-ae55c048d323
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[2,6-dihydroxy-4-(hydroxymethyl)phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C20H22O13/c21-5-7-1-11(24)18(12(25)2-7)33-20-17(29)16(28)15(27)13(32-20)6-31-19(30)8-3-9(22)14(26)10(23)4-8/h1-4,13,15-17,20-29H,5-6H2/t13-,15-,16+,17-,20+/m1/s1
• InChI Key: HVQKLOQXJBNZSB-RGCXKDKSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₁₃
• Molecular Weight: 470.40 g/mol
• Exact Mass: 470.10604075 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7791	77.91%
Caco-2	-	0.9056	90.56%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	+	0.5750	57.50%
OATP1B1 inhibitior	-	0.3376	33.76%
OATP1B3 inhibitior	+	0.9113	91.13%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7041	70.41%
P-glycoprotein inhibitior	-	0.6416	64.16%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	+	0.5385	53.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.9210	92.10%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.9357	93.57%
CYP2C8 inhibition	+	0.4696	46.96%
CYP inhibitory promiscuity	-	0.7291	72.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8734	87.34%
Skin irritation	-	0.8497	84.97%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7800	78.00%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9538	95.38%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	+	0.7204	72.04%
Androgen receptor binding	+	0.5876	58.76%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	+	0.5828	58.28%
Aromatase binding	-	0.5733	57.33%
PPAR gamma	+	0.6531	65.31%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.7614	76.14%

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	98.77%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.13%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.39%	95.64%
CHEMBL3194	P02766	Transthyretin	90.37%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.43%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.44%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.70%	83.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.21%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.21%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.18%	94.45%

Plants that contains it

• Castanopsis cuspidata

Cross-Links

• PubChem: 21626509
• LOTUS: LTS0056601
• wikiData: Q105034388