Digallic acid methyl

Details

• Internal ID: 79e7cf60-de9b-4630-9683-da66ff4bec79
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: (2,3-dihydroxy-5-methoxycarbonylphenyl) 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC(=O)C1=CC(=C(C(=C1)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC(=C(C(=C1)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
• InChI: InChI=1S/C15H12O9/c1-23-14(21)7-4-10(18)13(20)11(5-7)24-15(22)6-2-8(16)12(19)9(17)3-6/h2-5,16-20H,1H3
• InChI Key: XMWQFDURKXLKMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₉
• Molecular Weight: 336.25 g/mol
• Exact Mass: 336.04813196 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• SCHEMBL13090372
• 3-O-galloyl gallic acid methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8650	86.50%
Caco-2	-	0.6539	65.39%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	0.5604	56.04%
OATP1B1 inhibitior	+	0.7743	77.43%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8608	86.08%
P-glycoprotein inhibitior	-	0.8989	89.89%
P-glycoprotein substrate	-	0.9127	91.27%
CYP3A4 substrate	-	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.7504	75.04%
CYP2C19 inhibition	-	0.9421	94.21%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.6611	66.11%
CYP2C8 inhibition	+	0.4543	45.43%
CYP inhibitory promiscuity	-	0.8670	86.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7708	77.08%
Carcinogenicity (trinary)	Non-required	0.6866	68.66%
Eye corrosion	-	0.9843	98.43%
Eye irritation	+	0.8327	83.27%
Skin irritation	-	0.6268	62.68%
Skin corrosion	-	0.7986	79.86%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6920	69.20%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7351	73.51%
Acute Oral Toxicity (c)	III	0.6717	67.17%
Estrogen receptor binding	+	0.7634	76.34%
Androgen receptor binding	+	0.6381	63.81%
Thyroid receptor binding	-	0.5674	56.74%
Glucocorticoid receptor binding	+	0.5769	57.69%
Aromatase binding	-	0.5633	56.33%
PPAR gamma	-	0.4875	48.75%
Honey bee toxicity	-	0.8553	85.53%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	97.44%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.30%	99.17%
CHEMBL3194	P02766	Transthyretin	88.42%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.59%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.31%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.06%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.15%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.13%	95.50%

Plants that contains it

• Trollius chinensis

Cross-Links

• PubChem: 10131824
• NPASS: NPC32851