Trigalloylgallic acid

Details

• Internal ID: f15762cc-524e-4f05-871d-c5142a477782
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3,4,5-tris[(3,4,5-trihydroxybenzoyl)oxy]benzoic acid
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)C(=O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)C(=O)O
• InChI: InChI=1S/C28H18O17/c29-13-1-10(2-14(30)21(13)35)26(40)43-19-7-9(25(38)39)8-20(44-27(41)11-3-15(31)22(36)16(32)4-11)24(19)45-28(42)12-5-17(33)23(37)18(34)6-12/h1-8,29-37H,(H,38,39)
• InChI Key: DCFUQVHANQMDCY-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₁₈O₁₇
• Molecular Weight: 626.40 g/mol
• Exact Mass: 626.05439910 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8395	83.95%
Caco-2	-	0.8870	88.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	+	0.5681	56.81%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7308	73.08%
P-glycoprotein inhibitior	+	0.6561	65.61%
P-glycoprotein substrate	-	0.9683	96.83%
CYP3A4 substrate	-	0.6796	67.96%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.7862	78.62%
CYP2C19 inhibition	-	0.9570	95.70%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8010	80.10%
CYP2C8 inhibition	+	0.5565	55.65%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.5747	57.47%
Skin irritation	-	0.5441	54.41%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8397	83.97%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.5438	54.38%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8376	83.76%
Acute Oral Toxicity (c)	III	0.8285	82.85%
Estrogen receptor binding	+	0.7976	79.76%
Androgen receptor binding	+	0.7283	72.83%
Thyroid receptor binding	-	0.5365	53.65%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	-	0.6465	64.65%
PPAR gamma	+	0.6439	64.39%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	97.45%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.62%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.59%	95.50%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.01%	95.71%
CHEMBL1255126	O15151	Protein Mdm4	82.61%	90.20%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.07%	87.67%
CHEMBL4208	P20618	Proteasome component C5	81.37%	90.00%

Plants that contains it

• Rhynchosia volubilis

Cross-Links

• PubChem: 91271422
• LOTUS: LTS0218723
• wikiData: Q104975325