[3,4,5-trihydroxy-6-[(7-hydroxy-4-oxo-2,3-dihydro-1H-naphthalen-1-yl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 2752fb66-e33f-4723-bdb9-1f77cd0155dc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [3,4,5-trihydroxy-6-[(7-hydroxy-4-oxo-2,3-dihydro-1H-naphthalen-1-yl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1CC(=O)C2=C(C1OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)C=C(C=C2)O
• SMILES (Isomeric): C1CC(=O)C2=C(C1OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)C=C(C=C2)O
• InChI: InChI=1S/C23H24O12/c24-10-1-2-11-12(7-10)16(4-3-13(11)25)34-23-21(31)20(30)19(29)17(35-23)8-33-22(32)9-5-14(26)18(28)15(27)6-9/h1-2,5-7,16-17,19-21,23-24,26-31H,3-4,8H2
• InChI Key: ZOTIGHCAGHZQBQ-UHFFFAOYSA-N
• Popularity: 0 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	-	0.9110	91.10%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6751	67.51%
OATP2B1 inhibitior	-	0.8442	84.42%
OATP1B1 inhibitior	+	0.7111	71.11%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6969	69.69%
P-glycoprotein inhibitior	-	0.5435	54.35%
P-glycoprotein substrate	-	0.7204	72.04%
CYP3A4 substrate	+	0.6446	64.46%
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	+	0.7367	73.67%
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	-	0.8823	88.23%
Skin irritation	-	0.8196	81.96%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4580	45.80%
Micronuclear	-	0.5008	50.08%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9429	94.29%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	+	0.7671	76.71%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	+	0.5234	52.34%
Glucocorticoid receptor binding	+	0.6433	64.33%
Aromatase binding	-	0.5762	57.62%
PPAR gamma	+	0.5637	56.37%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.50%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.93%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.74%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.39%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.95%	83.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.54%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL3194	P02766	Transthyretin	88.68%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.13%	95.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.14%	85.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.28%	94.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.76%	90.24%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.69%	83.57%
CHEMBL4208	P20618	Proteasome component C5	83.44%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.76%	92.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.46%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.95%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.12%	95.89%

Plants that contains it

• Goniophlebium mengtzeense
• Juglans sigillata
• Solidago canadensis

Cross-Links

• PubChem: 163040150
• LOTUS: LTS0090301
• wikiData: Q105026818