[5-[4,5-Dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate

Details

• Internal ID: 88ba77bf-58cb-4957-9e8d-ba4bb66ba8f5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [5-[4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC=C(C=C4)O)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC=C(C=C4)O)CO)O)O)O
• InChI: InChI=1S/C26H32O15/c1-35-15-7-12(8-16(36-2)18(15)29)23(33)37-10-26(34)11-38-25(22(26)32)41-21-20(31)19(30)17(9-27)40-24(21)39-14-5-3-13(28)4-6-14/h3-8,17,19-22,24-25,27-32,34H,9-11H2,1-2H3
• InChI Key: HZFQJXUVAZJXLJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₅
• Molecular Weight: 584.50 g/mol
• Exact Mass: 584.17412031 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6640	66.40%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6772	67.72%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5590	55.90%
P-glycoprotein inhibitior	+	0.6166	61.66%
P-glycoprotein substrate	-	0.5519	55.19%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	+	0.7363	73.63%
CYP inhibitory promiscuity	-	0.7761	77.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.8350	83.50%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6737	67.37%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7216	72.16%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8726	87.26%
Acute Oral Toxicity (c)	III	0.7539	75.39%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.6175	61.75%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	+	0.6298	62.98%
PPAR gamma	+	0.7011	70.11%
Honey bee toxicity	-	0.7921	79.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6433	64.33%
Fish aquatic toxicity	-	0.3871	38.71%

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	96.23%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.29%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.22%	99.17%
CHEMBL4208	P20618	Proteasome component C5	93.08%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.74%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.59%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.06%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.45%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.47%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.69%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.48%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.41%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.83%	97.53%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.85%	85.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.07%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.97%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.95%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.68%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.65%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.32%	92.62%

Plants that contains it

• Glycosmis pentaphylla
• Myrsine seguinii

Cross-Links

• PubChem: 75111135
• LOTUS: LTS0174018
• wikiData: Q105035652