[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(7-hydroxy-2-oxochromen-6-yl)oxyoxan-2-yl]methyl 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 0e65faba-55d1-4407-b3d6-c0b586d4db01
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(7-hydroxy-2-oxochromen-6-yl)oxyoxan-2-yl]methyl 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OCC2C(C(C(C(O2)OC3=C(C=C4C(=C3)C=CC(=O)O4)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C4C(=C3)C=CC(=O)O4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C29H32O17/c1-40-17-7-12(2-4-14(17)43-28-25(37)23(35)21(33)18(9-30)45-28)27(39)41-10-19-22(34)24(36)26(38)29(46-19)44-16-6-11-3-5-20(32)42-15(11)8-13(16)31/h2-8,18-19,21-26,28-31,33-38H,9-10H2,1H3/t18-,19-,21-,22-,23+,24+,25-,26-,28-,29-/m1/s1
• InChI Key: GLBGTIVKNQKHLD-BTXJZROQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.27
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7203	72.03%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4675	46.75%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.9835	98.35%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6163	61.63%
P-glycoprotein inhibitior	+	0.6547	65.47%
P-glycoprotein substrate	-	0.5875	58.75%
CYP3A4 substrate	+	0.6075	60.75%
CYP2C9 substrate	-	0.8218	82.18%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.9453	94.53%
CYP2C9 inhibition	-	0.9154	91.54%
CYP2C19 inhibition	-	0.8984	89.84%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.7209	72.09%
CYP inhibitory promiscuity	-	0.8873	88.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6669	66.69%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.8501	85.01%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6772	67.72%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9069	90.69%
Acute Oral Toxicity (c)	III	0.6471	64.71%
Estrogen receptor binding	+	0.7264	72.64%
Androgen receptor binding	+	0.5819	58.19%
Thyroid receptor binding	-	0.5145	51.45%
Glucocorticoid receptor binding	+	0.7113	71.13%
Aromatase binding	-	0.4915	49.15%
PPAR gamma	+	0.6852	68.52%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7449	74.49%
Fish aquatic toxicity	+	0.6945	69.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.71%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.55%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.81%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.04%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.67%	96.00%
CHEMBL3194	P02766	Transthyretin	86.32%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.71%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.68%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.31%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.58%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.46%	95.83%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.90%	94.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.75%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	80.74%	92.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.15%	83.57%

Plants that contains it

• Fraxinus sieboldiana

Cross-Links

• PubChem: 16681193
• LOTUS: LTS0124748
• wikiData: Q105010748