[(2R,3S,4S,5R,6R)-6-[[(6S,7aS)-2-oxo-5,6,7,7a-tetrahydro-4H-1-benzofuran-6-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 54719317-48b3-455e-be2b-233cea655a76
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(6S,7aS)-2-oxo-5,6,7,7a-tetrahydro-4H-1-benzofuran-6-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1CC2=CC(=O)OC2CC1OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O
• SMILES (Isomeric): C1CC2=CC(=O)O[C@H]2C[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O
• InChI: InChI=1S/C21H24O12/c22-11-3-9(4-12(23)16(11)25)20(29)30-7-14-17(26)18(27)19(28)21(33-14)31-10-2-1-8-5-15(24)32-13(8)6-10/h3-5,10,13-14,17-19,21-23,25-28H,1-2,6-7H2/t10-,13-,14+,17+,18-,19+,21+/m0/s1
• InChI Key: GAKDFFTYXPWKQR-GLYYDJJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₁₂
• Molecular Weight: 468.40 g/mol
• Exact Mass: 468.12677620 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8131	81.31%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8764	87.64%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.7484	74.84%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8557	85.57%
P-glycoprotein inhibitior	-	0.6847	68.47%
P-glycoprotein substrate	-	0.7324	73.24%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.8042	80.42%
CYP2C9 inhibition	-	0.6957	69.57%
CYP2C19 inhibition	-	0.5843	58.43%
CYP2D6 inhibition	-	0.7771	77.71%
CYP1A2 inhibition	+	0.5319	53.19%
CYP2C8 inhibition	+	0.5312	53.12%
CYP inhibitory promiscuity	-	0.7245	72.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6117	61.17%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8684	86.84%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4620	46.20%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9652	96.52%
Acute Oral Toxicity (c)	III	0.3938	39.38%
Estrogen receptor binding	+	0.7914	79.14%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	-	0.4937	49.37%
Glucocorticoid receptor binding	+	0.6674	66.74%
Aromatase binding	+	0.6094	60.94%
PPAR gamma	+	0.6238	62.38%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	99.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.31%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.69%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	90.96%	92.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	90.85%	80.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.13%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.40%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.17%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.15%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.90%	83.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.08%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.14%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.88%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.44%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.42%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.90%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.07%	99.23%
CHEMBL3194	P02766	Transthyretin	82.07%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.76%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	80.12%	94.45%

Plants that contains it

• Glochidion zeylanicum

Cross-Links

• PubChem: 10552227
• LOTUS: LTS0088373
• wikiData: Q105005451