Theogallin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b82cc412-e263-4c5d-a14d-771541e3a203
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
IUPAC Name	(1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxycyclohexane-1-carboxylic acid
SMILES (Canonical)	C1C(C(C(CC1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
SMILES (Isomeric)	C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
InChI	InChI=1S/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/t8-,9-,11-,14+/m1/s1
InChI Key	LDPLFHGGZNSKDS-FTBFGRRBSA-N
Popularity	15 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₄H₁₆O₁₀
Molecular Weight	344.27 g/mol
Exact Mass	344.07434670 g/mol
Topological Polar Surface Area (TPSA)	185.00 Å²
XlogP	-1.20
Atomic LogP (AlogP)	-1.34
H-Bond Acceptor	9
H-Bond Donor	7
Rotatable Bonds	3

Synonyms

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17365-11-6

3-Galloylquinic acid

3-O-Galloylquinic acid

Gallotannin 20

3-Galloyl quinate

Quinic acid, 3-gallate

(1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxycyclohexane-1-carboxylic acid

CHEBI:9522

N8GTS57R32

Benzoic acid, 3,4,5-trihydroxy-, (1R,2R,3R,5S)-5-carboxy-2,3,5-trihydroxycyclohexyl ester

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7958	79.58%
Caco-2	-	0.9354	93.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7341	73.41%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9647	96.47%
P-glycoprotein inhibitior	-	0.9438	94.38%
P-glycoprotein substrate	-	0.7983	79.83%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.9355	93.55%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.9108	91.08%
CYP2C8 inhibition	-	0.6806	68.06%
CYP inhibitory promiscuity	-	0.9826	98.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8921	89.21%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.6267	62.67%
Skin irritation	-	0.6130	61.30%
Skin corrosion	-	0.8790	87.90%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4866	48.66%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6902	69.02%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.8132	81.32%
Estrogen receptor binding	+	0.6932	69.32%
Androgen receptor binding	+	0.5872	58.72%
Thyroid receptor binding	+	0.5556	55.56%
Glucocorticoid receptor binding	+	0.7000	70.00%
Aromatase binding	+	0.5719	57.19%
PPAR gamma	-	0.5156	51.56%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9620	96.20%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.07%	91.11%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	93.00%	97.53%
CHEMBL3194	P02766	Transthyretin	91.76%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.82%	94.97%
CHEMBL4208	P20618	Proteasome component C5	85.78%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.78%	83.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.21%	94.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.13%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.31%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.21%	90.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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