[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S)-8-hydroxy-4-oxo-2,3-dihydro-1H-naphthalen-1-yl]oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: e7a83318-b1fe-4bfe-87cb-68567df2dcec
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S)-8-hydroxy-4-oxo-2,3-dihydro-1H-naphthalen-1-yl]oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C23H24O12/c24-11-4-5-15(17-10(11)2-1-3-12(17)25)34-23-21(31)20(30)19(29)16(35-23)8-33-22(32)9-6-13(26)18(28)14(27)7-9/h1-3,6-7,15-16,19-21,23,25-31H,4-5,8H2/t15-,16+,19+,20-,21+,23+/m0/s1
• InChI Key: QSGDOCQLJPYGHF-PUGIJZQRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₂
• Molecular Weight: 492.40 g/mol
• Exact Mass: 492.12677620 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6991	69.91%
Caco-2	-	0.9081	90.81%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6751	67.51%
OATP2B1 inhibitior	-	0.7060	70.60%
OATP1B1 inhibitior	+	0.7633	76.33%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5279	52.79%
P-glycoprotein inhibitior	-	0.5599	55.99%
P-glycoprotein substrate	-	0.7070	70.70%
CYP3A4 substrate	+	0.6289	62.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.6362	63.62%
CYP2C19 inhibition	-	0.7230	72.30%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.7580	75.80%
CYP2C8 inhibition	+	0.6978	69.78%
CYP inhibitory promiscuity	-	0.8994	89.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8631	86.31%
Skin irritation	-	0.8196	81.96%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	+	0.5599	55.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.3767	37.67%
Micronuclear	-	0.5008	50.08%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9047	90.47%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	+	0.7510	75.10%
Androgen receptor binding	+	0.6448	64.48%
Thyroid receptor binding	+	0.5222	52.22%
Glucocorticoid receptor binding	-	0.4798	47.98%
Aromatase binding	-	0.5776	57.76%
PPAR gamma	-	0.5406	54.06%
Honey bee toxicity	-	0.8760	87.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8759	87.59%

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	99.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.29%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.88%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.01%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.74%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.41%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.94%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.94%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	86.82%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.44%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	86.27%	92.50%
CHEMBL2535	P11166	Glucose transporter	85.83%	98.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.60%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.37%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.34%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	80.89%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.85%	93.04%

Plants that contains it

• Juglans sigillata

Cross-Links

• PubChem: 45258236
• LOTUS: LTS0237635
• wikiData: Q105226968