4-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-methoxybenzoyl]oxy-3-methoxybenzoic acid

Details

• Internal ID: 654975c4-3983-4a27-af9d-ba59d42085a7
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 4-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-methoxybenzoyl]oxy-3-methoxybenzoic acid
• InChI: InChI=1S/C27H32O16/c1-37-16-7-12(23(33)34)3-5-14(16)40-24(35)13-4-6-15(17(8-13)38-2)41-25-21(20(31)19(30)18(9-28)42-25)43-26-22(32)27(36,10-29)11-39-26/h3-8,18-22,25-26,28-32,36H,9-11H2,1-2H3,(H,33,34)/t18-,19-,20+,21-,22+,25-,26+,27-/m1/s1
• InChI Key: WKSXYQNGNLRHFR-PFZBONPLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₆
• Molecular Weight: 612.50 g/mol
• Exact Mass: 612.16903493 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7272	72.72%
Caco-2	-	0.8863	88.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6299	62.99%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8025	80.25%
P-glycoprotein inhibitior	+	0.5858	58.58%
P-glycoprotein substrate	-	0.6088	60.88%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	0.7987	79.87%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.8356	83.56%
CYP2C9 inhibition	-	0.8761	87.61%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	+	0.6796	67.96%
CYP inhibitory promiscuity	-	0.8565	85.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6228	62.28%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9249	92.49%
Skin irritation	-	0.8461	84.61%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5923	59.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3893	38.93%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7770	77.70%
Acute Oral Toxicity (c)	III	0.7343	73.43%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.5606	56.06%
Thyroid receptor binding	+	0.5664	56.64%
Glucocorticoid receptor binding	+	0.6386	63.86%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	+	0.7165	71.65%
Honey bee toxicity	-	0.7401	74.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.6954	69.54%

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	94.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.19%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.05%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.20%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.70%	95.56%
CHEMBL209	P07477	Trypsin I	89.88%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.68%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.48%	95.89%
CHEMBL4208	P20618	Proteasome component C5	89.17%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.10%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.91%	89.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.32%	96.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.93%	94.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.43%	89.44%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.04%	87.67%
CHEMBL2581	P07339	Cathepsin D	82.88%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.26%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.20%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL3194	P02766	Transthyretin	80.87%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.59%	92.50%

Plants that contains it

• Stauntonia hexaphylla

Cross-Links

• PubChem: 101941092
• LOTUS: LTS0021686
• wikiData: Q105307667