Gallagic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	a89bdaf8-45c8-4175-a570-f84217ab5e07
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	2-[12-(6-carboxy-2,3,4-trihydroxyphenyl)-6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-5-yl]-3,4,5-trihydroxybenzoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C28H14O18/c29-5-1-3(25(39)40)7(17(33)15(5)31)9-13-11-12-14(28(44)46-23(11)21(37)19(9)35)10(20(36)22(38)24(12)45-27(13)43)8-4(26(41)42)2-6(30)16(32)18(8)34/h1-2,29-38H,(H,39,40)(H,41,42)
InChI Key	ZASJRRFAYSNSHU-UHFFFAOYSA-N
Popularity	6 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₈H₁₄O₁₈
Molecular Weight	638.40 g/mol
Exact Mass	638.01801359 g/mol
Topological Polar Surface Area (TPSA)	330.00 Å²
XlogP	1.30
Atomic LogP (AlogP)	2.28
H-Bond Acceptor	16
H-Bond Donor	12
Rotatable Bonds	4

Synonyms

Top

TSN85LPS4R

65995-62-2

2-(12-(6-Carboxy-2,3,4-trihydroxyphenyl)-6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo(6.6.2.04,16.011,15)hexadeca-1(14),4(16),5,7,11(15),12-hexaen-5-yl)-3,4,5-trihydroxybenzoic acid

Benzoic acid, 2,2'-(5,10-dihydro-2,3,7,8-tetrahydroxy-5,10-dioxo(1)benzopyrano(5,4,3-cde)(1)benzopyran-1,6-diyl)bis(3,4,5-trihydroxy-, stereoisomer

Stereoisomer of 2,2'-(5,10-dihydro-2,3,7,8-tetrahydroxy-5,10-dioxo(1)benzopyrano(5,4,3-cde)(1)benzopyran-1,6-diyl)bis(3,4,5-trihydroxybenzoic acid)

2-[12-(6-carboxy-2,3,4-trihydroxyphenyl)-6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-5-yl]-3,4,5-trihydroxybenzoic acid

RefChem:142168

UNII-TSN85LPS4R

SCHEMBL29460864

DTXSID80563643

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

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7231	72.31%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6370	63.70%
OATP2B1 inhibitior	+	0.5831	58.31%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5173	51.73%
P-glycoprotein inhibitior	-	0.6159	61.59%
P-glycoprotein substrate	-	0.9549	95.49%
CYP3A4 substrate	-	0.6893	68.93%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7079	70.79%
CYP2C9 inhibition	-	0.6597	65.97%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9697	96.97%
CYP1A2 inhibition	-	0.7757	77.57%
CYP2C8 inhibition	-	0.6423	64.23%
CYP inhibitory promiscuity	-	0.8851	88.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7391	73.91%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.5401	54.01%
Skin irritation	-	0.5243	52.43%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6782	67.82%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7770	77.70%
Acute Oral Toxicity (c)	II	0.6454	64.54%
Estrogen receptor binding	+	0.7641	76.41%
Androgen receptor binding	+	0.7106	71.06%
Thyroid receptor binding	-	0.5200	52.00%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	-	0.4936	49.36%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.9645	96.45%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9534	95.34%

Targets

Top

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	97.93%	91.11%
CHEMBL3194	P02766	Transthyretin	95.09%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.84%	94.42%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.38%	81.11%
CHEMBL1811	P34995	Prostanoid EP1 receptor	91.69%	95.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.96%	87.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.20%	89.34%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.42%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	85.54%	91.79%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.52%	80.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.09%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.10%	95.64%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.86%	85.11%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aglaia elaeagnoidea

Aristolochia littoralis

Astragalus gummifer

Cardiospermum halicacabum

Centaurea nigrescens

Cirsium japonicum

Combretum indicum

Coreopsis fasciculata

Crepis foetida

Crinum viviparum

Cuphea carthagenensis

Dioscoreophyllum cumminsii