[6-[(7,13-Dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]-5-hydroxy-2-methyl-4-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: fc5bf3dc-8922-4bcd-825b-dd10d48121af
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [6-[(7,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]-5-hydroxy-2-methyl-4-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5OC)O)C(=O)O3)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5OC)O)C(=O)O3)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
• InChI: InChI=1S/C35H26O20/c1-9-26(52-31(45)10-3-14(36)22(41)15(37)4-10)30(55-32(46)11-5-16(38)23(42)17(39)6-11)25(44)35(50-9)51-19-8-13-20-21-12(33(47)53-28(20)24(19)43)7-18(40)27(49-2)29(21)54-34(13)48/h3-9,25-26,30,35-44H,1-2H3
• InChI Key: VWXDQUOEPSECEB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₆O₂₀
• Molecular Weight: 766.60 g/mol
• Exact Mass: 766.10174321 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6411	64.11%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	-	0.5662	56.62%
OATP1B1 inhibitior	+	0.7646	76.46%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6405	64.05%
P-glycoprotein inhibitior	+	0.7411	74.11%
P-glycoprotein substrate	+	0.5405	54.05%
CYP3A4 substrate	+	0.6420	64.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.9573	95.73%
CYP2C19 inhibition	-	0.9156	91.56%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7124	71.24%
CYP2C8 inhibition	+	0.6098	60.98%
CYP inhibitory promiscuity	-	0.8470	84.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.5599	55.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9694	96.94%
Acute Oral Toxicity (c)	III	0.5324	53.24%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	+	0.6893	68.93%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	+	0.7007	70.07%
Aromatase binding	+	0.5992	59.92%
PPAR gamma	+	0.6626	66.26%
Honey bee toxicity	-	0.7903	79.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9219	92.19%

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	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.31%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.98%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.81%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.77%	97.31%
CHEMBL3194	P02766	Transthyretin	92.49%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.99%	83.00%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.33%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.26%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.17%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.52%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	83.44%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.14%	89.34%
CHEMBL2535	P11166	Glucose transporter	83.00%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.85%	92.62%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.78%	95.64%

Plants that contains it

• Terminalia chebula

Cross-Links

• PubChem: 75219134
• LOTUS: LTS0269904
• wikiData: Q105298321