[3,4,5,20,21,22-Hexahydroxy-8,17-dioxo-11,14-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-13-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: f5cf5570-bd9e-45d4-bd2a-906ccd227ab5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3,4,5,20,21,22-hexahydroxy-8,17-dioxo-11,14-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-13-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
• InChI: InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)62-9-23-33(64-37(58)11-3-17(44)27(51)18(45)4-11)34-35(41(63-23)67-38(59)12-5-19(46)28(52)20(47)6-12)66-40(61)14-8-22(49)30(54)32(56)25(14)24-13(39(60)65-34)7-21(48)29(53)31(24)55/h1-8,23,33-35,41-56H,9H2
• InChI Key: VGPJDICYWIEKOF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₃₀O₂₆
• Molecular Weight: 938.70 g/mol
• Exact Mass: 938.10253106 g/mol
• Topological Polar Surface Area (TPSA): 444.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4775	47.75%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6236	62.36%
OATP2B1 inhibitior	+	0.5745	57.45%
OATP1B1 inhibitior	-	0.5789	57.89%
OATP1B3 inhibitior	+	0.8293	82.93%
MATE1 inhibitior	+	0.5800	58.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8446	84.46%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.8703	87.03%
CYP3A4 substrate	+	0.5846	58.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.8350	83.50%
CYP2C9 inhibition	-	0.8497	84.97%
CYP2C19 inhibition	-	0.8538	85.38%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.8929	89.29%
CYP2C8 inhibition	+	0.4917	49.17%
CYP inhibitory promiscuity	-	0.8546	85.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7127	71.27%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8641	86.41%
Skin irritation	-	0.8026	80.26%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7684	76.84%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9391	93.91%
Acute Oral Toxicity (c)	III	0.5443	54.43%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	+	0.5229	52.29%
Glucocorticoid receptor binding	+	0.5808	58.08%
Aromatase binding	-	0.5629	56.29%
PPAR gamma	+	0.7070	70.70%
Honey bee toxicity	-	0.8578	85.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8931	89.31%

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	98.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.00%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.54%	95.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.05%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.12%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.29%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.79%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.37%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.38%	89.34%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.15%	89.00%
CHEMBL3194	P02766	Transthyretin	85.21%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.40%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.29%	99.15%
CHEMBL5255	O00206	Toll-like receptor 4	83.63%	92.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.51%	97.21%
CHEMBL4208	P20618	Proteasome component C5	82.69%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.33%	95.56%

Plants that contains it

• Cercidiphyllum japonicum
• Mallotus japonicus
• Melastoma malabathricum
• Monochaetum multiflorum
• Phyllagathis rotundifolia

Cross-Links

• PubChem: 14284541
• LOTUS: LTS0259543
• wikiData: Q104396004