[7,14-dimethoxy-3,10-dioxo-13-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: c752e1c3-81d5-43dc-be77-a283ac4135b6
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [7,14-dimethoxy-3,10-dioxo-13-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C(C=C2C3=C1OC(=O)C4=CC(=C(C(=C43)OC2=O)OC)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC6C(C(C(CO6)O)O)O
• SMILES (Isomeric): COC1=C(C=C2C3=C1OC(=O)C4=CC(=C(C(=C43)OC2=O)OC)OC(=O)C5=CC(=C(C(=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O
• InChI: InChI=1S/C28H22O16/c1-38-21-14(41-25(35)8-3-11(29)18(32)12(30)4-8)5-9-16-17-10(27(37)43-23(16)21)6-15(22(39-2)24(17)44-26(9)36)42-28-20(34)19(33)13(31)7-40-28/h3-6,13,19-20,28-34H,7H2,1-2H3/t13-,19+,20-,28+/m1/s1
• InChI Key: OASBOHQYIQPMAV-FIISUJFNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₁₆
• Molecular Weight: 614.50 g/mol
• Exact Mass: 614.09078461 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4654	46.54%
OATP2B1 inhibitior	-	0.7046	70.46%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8264	82.64%
P-glycoprotein inhibitior	+	0.6748	67.48%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6170	61.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8519	85.19%
CYP3A4 inhibition	-	0.8626	86.26%
CYP2C9 inhibition	-	0.9472	94.72%
CYP2C19 inhibition	-	0.9503	95.03%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.6105	61.05%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6855	68.55%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.8172	81.72%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	+	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7225	72.25%
Micronuclear	+	0.7233	72.33%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.9089	90.89%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9901	99.01%
Acute Oral Toxicity (c)	III	0.6930	69.30%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.6762	67.62%
Thyroid receptor binding	-	0.4873	48.73%
Glucocorticoid receptor binding	+	0.7369	73.69%
Aromatase binding	+	0.5489	54.89%
PPAR gamma	+	0.6730	67.30%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.8049	80.49%

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	99.80%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.08%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.73%	89.00%
CHEMBL2535	P11166	Glucose transporter	91.62%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	90.62%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.14%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.58%	92.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.57%	89.34%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.74%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.93%	90.71%
CHEMBL3194	P02766	Transthyretin	85.78%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.48%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.28%	86.33%
CHEMBL204	P00734	Thrombin	83.59%	96.01%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.33%	83.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.93%	95.83%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.70%	94.42%
CHEMBL2581	P07339	Cathepsin D	80.29%	98.95%

Plants that contains it

• Terminalia superba

Cross-Links

• PubChem: 25058607
• LOTUS: LTS0174982
• wikiData: Q105188793