[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R)-4-(4-hydroxyphenyl)butan-2-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: 6429ed30-84be-48c2-91ec-b01bd8f13e70
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R)-4-(4-hydroxyphenyl)butan-2-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): CC(CCC1=CC=C(C=C1)O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O)O
• SMILES (Isomeric): C[C@H](CCC1=CC=C(C=C1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O)O)O
• InChI: InChI=1S/C30H40O15/c1-14(3-4-15-5-8-17(32)9-6-15)42-29-26(37)25(36)23(34)21(45-29)13-41-28(39)16-7-10-18(19(11-16)40-2)43-30-27(38)24(35)22(33)20(12-31)44-30/h5-11,14,20-27,29-38H,3-4,12-13H2,1-2H3/t14-,20-,21-,22-,23-,24+,25+,26-,27-,29-,30-/m1/s1
• InChI Key: ONTDCOYNGXFCNI-DODMHCKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₁₅
• Molecular Weight: 640.60 g/mol
• Exact Mass: 640.23672056 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7198	71.98%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7340	73.40%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8263	82.63%
P-glycoprotein inhibitior	+	0.6216	62.16%
P-glycoprotein substrate	+	0.5912	59.12%
CYP3A4 substrate	+	0.6596	65.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.7971	79.71%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.8391	83.91%
CYP2C8 inhibition	+	0.7813	78.13%
CYP inhibitory promiscuity	-	0.8751	87.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7326	73.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6974	69.74%
Micronuclear	-	0.7526	75.26%
Hepatotoxicity	-	0.7593	75.93%
skin sensitisation	-	0.8983	89.83%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8768	87.68%
Acute Oral Toxicity (c)	III	0.7761	77.61%
Estrogen receptor binding	+	0.7683	76.83%
Androgen receptor binding	+	0.5242	52.42%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6670	66.70%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.6402	64.02%
Honey bee toxicity	-	0.7710	77.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7015	70.15%
Fish aquatic toxicity	+	0.8052	80.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.25%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	95.82%	94.45%
CHEMBL2535	P11166	Glucose transporter	94.82%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.55%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.01%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.68%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.68%	96.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.44%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.56%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.42%	94.00%
CHEMBL3194	P02766	Transthyretin	87.41%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.35%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.34%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	85.10%	90.20%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.92%	85.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.71%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.54%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.40%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.25%	83.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.67%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.50%	97.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.18%	96.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.56%	97.14%
CHEMBL4208	P20618	Proteasome component C5	80.47%	90.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.28%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.20%	97.21%

Plants that contains it

• Betula pendula

Cross-Links

• PubChem: 162996724
• LOTUS: LTS0250408
• wikiData: Q105195101