[(3S,4R,5S)-5-[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-4-[(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: 824d2889-4a1c-4ec0-abf2-86693a843e62
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3S,4R,5S)-5-[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-4-[(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(C(OC(C2OC3C(C(CO3)(COC(=O)C4=CC(=C(C(=C4)OC)O)OC)O)O)OCCC5=CC(=C(C=C5)O)O)COC(=O)C=CC6=CC(=C(C=C6)O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[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)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O)O)O)O
• InChI: InChI=1S/C44H54O23/c1-20-32(49)35(52)36(53)41(64-20)66-37-34(51)30(17-61-31(48)10-7-21-6-9-25(46)27(14-21)57-2)65-42(60-12-11-22-5-8-24(45)26(47)13-22)38(37)67-43-39(54)44(56,19-63-43)18-62-40(55)23-15-28(58-3)33(50)29(16-23)59-4/h5-10,13-16,20,30,32,34-39,41-43,45-47,49-54,56H,11-12,17-19H2,1-4H3/b10-7+/t20-,30+,32-,34+,35+,36+,37-,38+,39-,41-,42+,43-,44+/m0/s1
• InChI Key: CPPAFPJVCLADDF-KYPOQSRLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₄O₂₃
• Molecular Weight: 950.90 g/mol
• Exact Mass: 950.30558797 g/mol
• Topological Polar Surface Area (TPSA): 338.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.66
• H-Bond Acceptor: 23
• H-Bond Donor: 10
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5776	57.76%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7248	72.48%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8341	83.41%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8704	87.04%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.7191	71.91%
CYP3A4 substrate	+	0.7257	72.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8716	87.16%
CYP2C9 inhibition	-	0.7766	77.66%
CYP2C19 inhibition	-	0.8463	84.63%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.8596	85.96%
CYP2C8 inhibition	+	0.8715	87.15%
CYP inhibitory promiscuity	-	0.8416	84.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5358	53.58%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.8172	81.72%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4359	43.59%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8406	84.06%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9873	98.73%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.8103	81.03%
Androgen receptor binding	+	0.6173	61.73%
Thyroid receptor binding	+	0.5631	56.31%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	+	0.7690	76.90%
Honey bee toxicity	-	0.6699	66.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8648	86.48%

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	99.83%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.12%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.24%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.78%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.75%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.62%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL3194	P02766	Transthyretin	94.48%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.95%	99.17%
CHEMBL4208	P20618	Proteasome component C5	91.33%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.80%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.45%	85.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.10%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.81%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.27%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.35%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.63%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	83.89%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.57%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.17%	96.90%
CHEMBL226	P30542	Adenosine A1 receptor	82.74%	95.93%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.46%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.22%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.19%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.18%	94.42%
CHEMBL340	P08684	Cytochrome P450 3A4	80.02%	91.19%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 102180528
• LOTUS: LTS0243783
• wikiData: Q104967688