Digallate

Details

• Internal ID: 6fecf071-40ec-494b-9a66-6bb0d491e49e
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 4-(5-carboxy-2,3-dihydroxyphenoxy)carbonyl-2,6-dihydroxyphenolate
• SMILES (Canonical): C1=C(C=C(C(=C1O)[O-])O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)[O-])O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
• InChI: InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21)/p-1
• InChI Key: COVFEVWNJUOYRL-UHFFFAOYSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₉O₉-
• Molecular Weight: 321.21 g/mol
• Exact Mass: 321.02465686 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoate
• CHEBI:17866
• Q27102674

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6311	63.11%
Caco-2	-	0.8360	83.60%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6474	64.74%
OATP2B1 inhibitior	+	0.5751	57.51%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.8721	87.21%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8848	88.48%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.9554	95.54%
CYP3A4 substrate	-	0.6616	66.16%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.9035	90.35%
CYP2C9 inhibition	-	0.7880	78.80%
CYP2C19 inhibition	-	0.9443	94.43%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.7913	79.13%
CYP2C8 inhibition	-	0.5742	57.42%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.9642	96.42%
Skin irritation	-	0.5637	56.37%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6611	66.11%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6190	61.90%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7515	75.15%
Acute Oral Toxicity (c)	III	0.8126	81.26%
Estrogen receptor binding	+	0.5821	58.21%
Androgen receptor binding	+	0.7234	72.34%
Thyroid receptor binding	-	0.6121	61.21%
Glucocorticoid receptor binding	+	0.5978	59.78%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5826	58.26%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	97.42%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.74%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.55%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.25%	97.21%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.92%	95.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.99%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.64%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.79%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	81.71%	90.20%

Plants that contains it

• Ampelopsis japonica

Cross-Links

• PubChem: 54711004
• NPASS: NPC184977