3-Galloyl-gallic acid

Details

• Internal ID: 2755169b-a28d-4737-8e63-c0e15b5f91d3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 3,4,5-trihydroxy-5-(3,4,5-trihydroxybenzoyl)cyclohexa-1,3-diene-1-carboxylic acid
• SMILES (Canonical): C1C(=CC(=C(C1(C(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)C(=O)O
• SMILES (Isomeric): C1C(=CC(=C(C1(C(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)C(=O)O
• InChI: InChI=1S/C14H12O9/c15-7-1-5(2-8(16)10(7)18)11(19)14(23)4-6(13(21)22)3-9(17)12(14)20/h1-3,15-18,20,23H,4H2,(H,21,22)
• InChI Key: VSBQARMSUNWKKQ-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₉
• Molecular Weight: 324.24 g/mol
• Exact Mass: 324.04813196 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• SCHEMBL2127757

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9025	90.25%
Caco-2	-	0.8756	87.56%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6246	62.46%
OATP2B1 inhibitior	-	0.5513	55.13%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.8946	89.46%
P-glycoprotein inhibitior	-	0.9742	97.42%
P-glycoprotein substrate	-	0.9083	90.83%
CYP3A4 substrate	-	0.5966	59.66%
CYP2C9 substrate	-	0.7676	76.76%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.9225	92.25%
CYP2C9 inhibition	-	0.7492	74.92%
CYP2C19 inhibition	-	0.8615	86.15%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.8610	86.10%
CYP2C8 inhibition	-	0.7436	74.36%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8511	85.11%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.8677	86.77%
Skin irritation	-	0.5834	58.34%
Skin corrosion	-	0.8709	87.09%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8831	88.31%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6392	63.92%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6886	68.86%
Acute Oral Toxicity (c)	III	0.5482	54.82%
Estrogen receptor binding	+	0.5904	59.04%
Androgen receptor binding	+	0.7516	75.16%
Thyroid receptor binding	-	0.6267	62.67%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	-	0.5868	58.68%
PPAR gamma	+	0.6602	66.02%
Honey bee toxicity	-	0.9515	95.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	98.56%	91.11%
CHEMBL3194	P02766	Transthyretin	89.04%	90.71%
CHEMBL4208	P20618	Proteasome component C5	88.88%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.29%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.96%	86.33%

Plants that contains it

• Rhus chinensis

Cross-Links

• PubChem: 87339261
• LOTUS: LTS0273074
• wikiData: Q104400166