[5-Acetyloxy-3-ethoxy-3-hydroxy-2-methyl-4-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycyclopentyl] 4-acetyloxy-3,5-dimethoxybenzoate

Details

• Internal ID: 75f472c2-2f64-4afc-96de-2cae34a9d116
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [5-acetyloxy-3-ethoxy-3-hydroxy-2-methyl-4-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxycyclopentyl] 4-acetyloxy-3,5-dimethoxybenzoate
• SMILES (Canonical): CCOC1(C(C(C(C1OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C3=CC(=C(C(=C3)OC)OC(=O)C)OC)C)O
• SMILES (Isomeric): CCOC1(C(C(C(C1OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C3=CC(=C(C(=C3)OC)OC(=O)C)OC)C)O
• InChI: InChI=1S/C35H46O20/c1-11-47-35(43)15(2)26(54-33(42)22-12-23(44-9)27(48-17(4)37)24(13-22)45-10)30(51-20(7)40)32(35)55-34-31(52-21(8)41)29(50-19(6)39)28(49-18(5)38)25(53-34)14-46-16(3)36/h12-13,15,25-26,28-32,34,43H,11,14H2,1-10H3
• InChI Key: ODMVEQJAHPDAHY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₂₀
• Molecular Weight: 786.70 g/mol
• Exact Mass: 786.25824385 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9160	91.60%
Caco-2	-	0.8431	84.31%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	0.5643	56.43%
OATP1B1 inhibitior	+	0.7705	77.05%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9672	96.72%
P-glycoprotein inhibitior	+	0.8420	84.20%
P-glycoprotein substrate	-	0.5594	55.94%
CYP3A4 substrate	+	0.6751	67.51%
CYP2C9 substrate	+	0.6035	60.35%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.5805	58.05%
CYP2C19 inhibition	-	0.5805	58.05%
CYP2D6 inhibition	-	0.9657	96.57%
CYP1A2 inhibition	-	0.6795	67.95%
CYP2C8 inhibition	+	0.6586	65.86%
CYP inhibitory promiscuity	-	0.7149	71.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4744	47.44%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7409	74.09%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	+	0.8241	82.41%
Androgen receptor binding	+	0.6223	62.23%
Thyroid receptor binding	+	0.5387	53.87%
Glucocorticoid receptor binding	+	0.7817	78.17%
Aromatase binding	+	0.6983	69.83%
PPAR gamma	+	0.7566	75.66%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5933	59.33%
Fish aquatic toxicity	+	0.8915	89.15%

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	98.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.64%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.12%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.22%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.88%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.45%	94.80%
CHEMBL4208	P20618	Proteasome component C5	88.28%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.63%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.60%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.54%	94.42%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.31%	97.21%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.06%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.65%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.50%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.46%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.45%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.96%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.93%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.90%	82.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.79%	92.94%

Plants that contains it

• Angostura trifoliata

Cross-Links

• PubChem: 162897060
• LOTUS: LTS0091874
• wikiData: Q105189922