galloyl(-3)[galloyl(-6)]b-Glc

Details

• Internal ID: e742b053-6adc-42e1-bbe2-e52923aad051
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,5,6-trihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O
• InChI: InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(29)32-5-12-15(27)17(16(28)20(31)33-12)34-19(30)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-28,31H,5H2/t12-,15-,16-,17+,20-/m1/s1
• InChI Key: LRSHPKZSGRNHIX-MAECAPAWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₁₄
• Molecular Weight: 484.40 g/mol
• Exact Mass: 484.08530531 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.26
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7977	79.77%
Caco-2	-	0.8873	88.73%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6685	66.85%
OATP2B1 inhibitior	+	0.5739	57.39%
OATP1B1 inhibitior	-	0.4902	49.02%
OATP1B3 inhibitior	-	0.2136	21.36%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8112	81.12%
P-glycoprotein inhibitior	-	0.5344	53.44%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.8723	87.23%
CYP2C9 inhibition	-	0.7955	79.55%
CYP2C19 inhibition	-	0.9121	91.21%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9315	93.15%
CYP2C8 inhibition	-	0.6118	61.18%
CYP inhibitory promiscuity	-	0.8531	85.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7284	72.84%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8131	81.31%
Skin irritation	-	0.8454	84.54%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7071	70.71%
Micronuclear	+	0.6466	64.66%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8722	87.22%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8809	88.09%
Acute Oral Toxicity (c)	III	0.7395	73.95%
Estrogen receptor binding	+	0.7130	71.30%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	-	0.5536	55.36%
Glucocorticoid receptor binding	+	0.6019	60.19%
Aromatase binding	-	0.5558	55.58%
PPAR gamma	+	0.6651	66.51%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9129	91.29%

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	98.98%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.68%	95.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.69%	83.00%
CHEMBL3194	P02766	Transthyretin	91.77%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.67%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.94%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.90%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.69%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.96%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.21%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.88%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.33%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.26%	97.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.01%	94.42%
CHEMBL4208	P20618	Proteasome component C5	80.94%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.79%	89.34%
CHEMBL226	P30542	Adenosine A1 receptor	80.72%	95.93%

Plants that contains it

• Bobgunnia madagascariensis
• Calodendrum capense
• Croton caudatus
• Elaeocarpus fuscoides
• Jacobaea adonidifolia
• Macaranga tanarius
• Meconopsis horridula
• Oxera splendida
• Phyllagathis rotundifolia
• Phyllanthus emblica
• Stevia eupatoria
• Tamarix aphylla
• Vitex pinnata

Cross-Links

• PubChem: 44421782
• NPASS: NPC120621
• LOTUS: LTS0138996
• wikiData: Q105156291