4-Acetylphenyl 2-O-[5-O-(3,5-dimethoxy-4-hydroxybenzoyl)-D-apio-beta-D-furanosyl]-beta-D-glucopyranoside

Details

• Internal ID: 160ed9a5-b8ba-4d3e-892d-3b507e5a44fa
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-(4-acetylphenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate
• SMILES (Canonical): CC(=O)C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(COC(=O)C4=CC(=C(C(=C4)OC)O)OC)O)O
• SMILES (Isomeric): CC(=O)C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC(=C(C(=C4)OC)O)OC)O)O
• InChI: InChI=1S/C28H34O15/c1-13(30)14-4-6-16(7-5-14)41-26-23(22(33)21(32)19(10-29)42-26)43-27-24(34)28(36,12-40-27)11-39-25(35)15-8-17(37-2)20(31)18(9-15)38-3/h4-9,19,21-24,26-27,29,31-34,36H,10-12H2,1-3H3/t19-,21-,22+,23-,24+,26-,27+,28-/m1/s1
• InChI Key: DPDBFIMFRJQAKL-SBYRWZHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₅
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.18977037 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

• 228405-06-9
• Ethanone, 1-[4-[[2-O-[5-O-(4-hydroxy-3,5-dimethoxybenzoyl)-D-apio-beta-D-furanosyl]-beta-D-glucopyranosyl]oxy]phenyl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7109	71.09%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6070	60.70%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4757	47.57%
P-glycoprotein inhibitior	+	0.6659	66.59%
P-glycoprotein substrate	-	0.5070	50.70%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.8499	84.99%
CYP2C9 inhibition	-	0.8772	87.72%
CYP2C19 inhibition	-	0.8970	89.70%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.7128	71.28%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6026	60.26%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3912	39.12%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8987	89.87%
Acute Oral Toxicity (c)	III	0.6958	69.58%
Estrogen receptor binding	+	0.8187	81.87%
Androgen receptor binding	+	0.5977	59.77%
Thyroid receptor binding	+	0.5198	51.98%
Glucocorticoid receptor binding	+	0.7153	71.53%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.7726	77.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7044	70.44%

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	99.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.63%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.06%	94.00%
CHEMBL4208	P20618	Proteasome component C5	93.81%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.67%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.18%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.24%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.32%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	88.79%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.80%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.23%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.58%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.36%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.18%	95.93%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.93%	94.42%

Plants that contains it

• Salvia officinalis
• Thymus vulgaris

Cross-Links

• PubChem: 10722425
• LOTUS: LTS0040251
• wikiData: Q104986437