[(10R,11R,13R,14R,15S)-3,4,5,11,14,20,21,22-octahydroxy-8,17-dioxo-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: 84f7ec61-90f7-45af-90c1-2836e557e856
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11R,13R,14R,15S)-3,4,5,11,14,20,21,22-octahydroxy-8,17-dioxo-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)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(38)42-5-13-19(35)22-23(27(41)43-13)45-26(40)8-4-12(31)18(34)21(37)15(8)14-7(25(39)44-22)3-11(30)17(33)20(14)36/h1-4,13,19,22-23,27-37,41H,5H2/t13-,19-,22+,23-,27-/m1/s1
• InChI Key: FYNSEZWOBGHZMX-NONVESTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₈
• Molecular Weight: 634.50 g/mol
• Exact Mass: 634.08061385 g/mol
• Topological Polar Surface Area (TPSA): 311.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6860	68.60%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	0.5587	55.87%
OATP1B1 inhibitior	-	0.4675	46.75%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4810	48.10%
P-glycoprotein inhibitior	+	0.6172	61.72%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	+	0.5723	57.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.9041	90.41%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.8875	88.75%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	+	0.4717	47.17%
CYP inhibitory promiscuity	-	0.9101	91.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6940	69.40%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8385	83.85%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.7023	70.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3689	36.89%
Micronuclear	+	0.6792	67.92%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.8930	89.30%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8733	87.33%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.7466	74.66%
Androgen receptor binding	+	0.6784	67.84%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	+	0.6039	60.39%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6943	69.43%
Honey bee toxicity	-	0.8830	88.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9041	90.41%

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	98.96%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.40%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	92.56%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.20%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.36%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.78%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL3194	P02766	Transthyretin	86.85%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.85%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.70%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.14%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.78%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.51%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.15%	95.56%

Plants that contains it

• Camellia reticulata
• Mallotus japonicus
• Phyllagathis rotundifolia
• Pleroma semidecandrum
• Punica granatum

Cross-Links

• PubChem: 14428069
• LOTUS: LTS0036285
• wikiData: Q105004599