4-[3-Hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butan-2-one

Details

• Internal ID: 71ad83d4-1df4-4cf2-9bfe-660514fc1e8a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butan-2-one
• InChI: InChI=1S/C16H22O8/c1-8(18)2-3-9-4-5-11(10(19)6-9)23-16-15(22)14(21)13(20)12(7-17)24-16/h4-6,12-17,19-22H,2-3,7H2,1H3
• InChI Key: CDLLSTYIGWYNLF-UHFFFAOYSA-N
• Popularity: 0 references 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: -0.90
• Atomic LogP (AlogP): -0.91
• 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	-	0.5384	53.84%
Caco-2	-	0.8948	89.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8503	85.03%
P-glycoprotein inhibitior	-	0.9318	93.18%
P-glycoprotein substrate	-	0.8522	85.22%
CYP3A4 substrate	+	0.5225	52.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.6344	63.44%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.7201	72.01%
CYP2C8 inhibition	-	0.5983	59.83%
CYP inhibitory promiscuity	-	0.7749	77.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7481	74.81%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5993	59.93%
Micronuclear	-	0.8026	80.26%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8094	80.94%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7584	75.84%
Acute Oral Toxicity (c)	III	0.7658	76.58%
Estrogen receptor binding	-	0.5312	53.12%
Androgen receptor binding	-	0.7157	71.57%
Thyroid receptor binding	-	0.5448	54.48%
Glucocorticoid receptor binding	-	0.5638	56.38%
Aromatase binding	-	0.5493	54.93%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7354	73.54%
Fish aquatic toxicity	+	0.8347	83.47%

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	97.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.07%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.14%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.40%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.54%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.41%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.41%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%

Plants that contains it

• Vitex rotundifolia

Cross-Links

• PubChem: 14020143
• LOTUS: LTS0040060
• wikiData: Q104954582