[(3S,4R,5S)-5-[(2R,3R,4S,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate

Details

• Internal ID: dd06f54d-463b-4419-8a02-1ed10853a580
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3S,4R,5S)-5-[(2R,3R,4S,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(CO3)(COC(=O)C4=CC(=C(C(=C4)OC)O)OC)O)O)OCCC5=CC(=C(C=C5)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC(=C(C(=C4)OC)O)OC)O)O)OCCC5=CC(=C(C=C5)O)O)CO)O)O)O
• InChI: InChI=1S/C34H46O20/c1-14-22(38)24(40)25(41)31(51-14)53-27-21(11-35)52-32(48-7-6-15-4-5-17(36)18(37)8-15)28(26(27)42)54-33-29(43)34(45,13-50-33)12-49-30(44)16-9-19(46-2)23(39)20(10-16)47-3/h4-5,8-10,14,21-22,24-29,31-33,35-43,45H,6-7,11-13H2,1-3H3/t14-,21+,22-,24+,25+,26-,27?,28+,29-,31-,32+,33-,34+/m0/s1
• InChI Key: OQGPPQIHDKLXQO-RXNQWBSISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₂₀
• Molecular Weight: 774.70 g/mol
• Exact Mass: 774.25824385 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.64
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6415	64.15%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7380	73.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5286	52.86%
P-glycoprotein inhibitior	+	0.6673	66.73%
P-glycoprotein substrate	+	0.6468	64.68%
CYP3A4 substrate	+	0.7086	70.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.8107	81.07%
CYP2C19 inhibition	-	0.8723	87.23%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8588	85.88%
CYP2C8 inhibition	+	0.8041	80.41%
CYP inhibitory promiscuity	-	0.8172	81.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.8176	81.76%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5051	50.51%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9550	95.50%
Acute Oral Toxicity (c)	III	0.6723	67.23%
Estrogen receptor binding	+	0.8067	80.67%
Androgen receptor binding	+	0.5659	56.59%
Thyroid receptor binding	+	0.5255	52.55%
Glucocorticoid receptor binding	+	0.6527	65.27%
Aromatase binding	+	0.6294	62.94%
PPAR gamma	+	0.7308	73.08%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6033	60.33%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.28%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.93%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.13%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.60%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.52%	92.94%
CHEMBL4208	P20618	Proteasome component C5	88.30%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.89%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.33%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.16%	94.42%
CHEMBL2581	P07339	Cathepsin D	86.51%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.18%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.22%	95.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.00%	90.71%
CHEMBL3194	P02766	Transthyretin	83.94%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.86%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.94%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.67%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.62%	86.92%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 163190398
• LOTUS: LTS0166626
• wikiData: Q105196782