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

Details

• Internal ID: 9847bcab-d0b2-4e5b-a7ed-6f54538d0ae5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-(3,4-dihydroxyphenyl)-7-methoxy-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-naphthalen-2-one
• InChI: InChI=1S/C23H24O10/c1-31-13-5-11-4-12(25)7-14(10-2-3-15(26)16(27)6-10)19(11)17(8-13)32-23-22(30)21(29)20(28)18(9-24)33-23/h2-3,5-8,18,20-24,26-30H,4,9H2,1H3/t18-,20-,21+,22-,23?/m1/s1
• InChI Key: BEJSBKNSDHWOKE-HZKCKKNMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₀
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.13694696 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7871	78.71%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6022	60.22%
OATP2B1 inhibitior	+	0.5770	57.70%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9696	96.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8811	88.11%
P-glycoprotein inhibitior	-	0.6240	62.40%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8298	82.98%
CYP3A4 inhibition	-	0.8995	89.95%
CYP2C9 inhibition	-	0.7306	73.06%
CYP2C19 inhibition	-	0.6679	66.79%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.6407	64.07%
CYP2C8 inhibition	+	0.5122	51.22%
CYP inhibitory promiscuity	+	0.6205	62.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7174	71.74%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8019	80.19%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3803	38.03%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8301	83.01%
Acute Oral Toxicity (c)	III	0.5374	53.74%
Estrogen receptor binding	+	0.7435	74.35%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.6671	66.71%
Aromatase binding	-	0.5089	50.89%
PPAR gamma	+	0.7044	70.44%
Honey bee toxicity	-	0.7984	79.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.9157	91.57%

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	99.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.42%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.34%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.88%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	89.77%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.73%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.11%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.76%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.49%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.93%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.80%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	87.69%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.72%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.68%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.27%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.00%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.73%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	81.62%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.07%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%

Plants that contains it

• Hintonia latiflora

Cross-Links

• PubChem: 163187778
• LOTUS: LTS0174470
• wikiData: Q103815891