[4,5-Dihydroxy-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-6-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: fd195074-a41b-4e03-8750-8fe6fab5f932
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [4,5-dihydroxy-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-6-yl] 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OC2C3CC4OCC(C3C(O4)OC5C(C(C(C(O5)CO)O)O)O)(C2O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)OC2C3CC4OCC(C3C(O4)OC5C(C(C(C(O5)CO)O)O)O)(C2O)O)O
• InChI: InChI=1S/C23H30O14/c1-32-11-4-8(2-3-10(11)25)20(30)36-18-9-5-13-33-7-23(31,19(18)29)14(9)21(35-13)37-22-17(28)16(27)15(26)12(6-24)34-22/h2-4,9,12-19,21-22,24-29,31H,5-7H2,1H3
• InChI Key: DTNNYXMHYVWWHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₁₄
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.82
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6321	63.21%
Caco-2	-	0.9028	90.28%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5560	55.60%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6161	61.61%
P-glycoprotein inhibitior	-	0.6721	67.21%
P-glycoprotein substrate	-	0.5106	51.06%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.8822	88.22%
CYP2C9 inhibition	-	0.9455	94.55%
CYP2C19 inhibition	-	0.7540	75.40%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.8857	88.57%
CYP2C8 inhibition	+	0.7427	74.27%
CYP inhibitory promiscuity	-	0.9370	93.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8642	86.42%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	III	0.5424	54.24%
Estrogen receptor binding	+	0.8293	82.93%
Androgen receptor binding	-	0.5352	53.52%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5853	58.53%
Aromatase binding	+	0.7300	73.00%
PPAR gamma	+	0.7065	70.65%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6315	63.15%
Fish aquatic toxicity	+	0.7289	72.89%

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	99.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.40%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.43%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.44%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.91%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.90%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.71%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.51%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	84.63%	92.50%
CHEMBL3194	P02766	Transthyretin	83.54%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.49%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.21%	96.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.89%	90.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.85%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.32%	96.21%

Plants that contains it

• Neopicrorhiza scrophulariiflora
• Salvinia molesta
• Veronica hederifolia

Cross-Links

• PubChem: 73807428
• LOTUS: LTS0223873
• wikiData: Q104889008