4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-naphthalen-2-one

Details

• Internal ID: d11d6ff7-818e-426c-9826-f7e7e8d1e4b3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-naphthalen-2-one
• InChI: InChI=1S/C22H22O10/c23-8-17-19(28)20(29)21(30)22(32-17)31-16-7-12(25)4-10-3-11(24)6-13(18(10)16)9-1-2-14(26)15(27)5-9/h1-2,4-7,17,19-23,25-30H,3,8H2/t17-,19-,20+,21-,22?/m1/s1
• InChI Key: RPVMFIMEXWFUHG-JQQDRUSQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.12129689 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7701	77.01%
Caco-2	-	0.9102	91.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5893	58.93%
OATP2B1 inhibitior	+	0.5851	58.51%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7295	72.95%
P-glycoprotein inhibitior	-	0.7481	74.81%
P-glycoprotein substrate	-	0.8601	86.01%
CYP3A4 substrate	+	0.6282	62.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.9122	91.22%
CYP2C9 inhibition	-	0.7610	76.10%
CYP2C19 inhibition	-	0.7211	72.11%
CYP2D6 inhibition	-	0.8749	87.49%
CYP1A2 inhibition	-	0.7051	70.51%
CYP2C8 inhibition	+	0.6755	67.55%
CYP inhibitory promiscuity	+	0.5971	59.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7269	72.69%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8261	82.61%
Skin irritation	-	0.7928	79.28%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4216	42.16%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	III	0.3867	38.67%
Estrogen receptor binding	+	0.7049	70.49%
Androgen receptor binding	+	0.6388	63.88%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9543	95.43%

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	99.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.12%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.71%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	92.47%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.04%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.78%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.69%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.81%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.48%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.47%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.40%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.78%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.74%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.77%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL3194	P02766	Transthyretin	83.13%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.73%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.00%	90.71%

Plants that contains it

• Hintonia latiflora

Cross-Links

• PubChem: 163189978
• LOTUS: LTS0046930
• wikiData: Q103813492