Ginnalin A

Details

Top
Internal ID 24dcb34d-76ed-44ed-a163-a07d95512a93
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
IUPAC Name [(2R,3S,4S,5S)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(C(C(O1)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O
SMILES (Isomeric) C1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O
InChI InChI=1S/C20H20O13/c21-9-1-7(2-10(22)15(9)25)19(29)32-5-13-17(27)18(28)14(6-31-13)33-20(30)8-3-11(23)16(26)12(24)4-8/h1-4,13-14,17-18,21-28H,5-6H2/t13-,14+,17-,18-/m1/s1
InChI Key IGKWMHUOBKCUQU-LTCOOKNTSA-N
Popularity 12 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H20O13
Molecular Weight 468.40 g/mol
Exact Mass 468.09039069 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.58
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

Top
Aceritannin
SCHEMBL671838
CHEMBL1933684
Aceritannin, >=85% (LC/MS-UV)
AKOS040734387
[(2R,3S,4S,5S)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
2,6-di-O-galloyl-1,5-anhydro-d-glucitol
76746-56-0

2D Structure

Top
2D Structure of Ginnalin A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8164 81.64%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7156 71.56%
OATP2B1 inhibitior - 0.5726 57.26%
OATP1B1 inhibitior - 0.3807 38.07%
OATP1B3 inhibitior + 0.8476 84.76%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7898 78.98%
P-glycoprotein inhibitior - 0.5701 57.01%
P-glycoprotein substrate - 0.8647 86.47%
CYP3A4 substrate + 0.5216 52.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8233 82.33%
CYP3A4 inhibition - 0.8379 83.79%
CYP2C9 inhibition - 0.7668 76.68%
CYP2C19 inhibition - 0.8190 81.90%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition - 0.5981 59.81%
CYP inhibitory promiscuity - 0.8376 83.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6620 66.20%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8137 81.37%
Skin irritation - 0.8706 87.06%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5733 57.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9672 96.72%
Acute Oral Toxicity (c) III 0.6749 67.49%
Estrogen receptor binding + 0.7636 76.36%
Androgen receptor binding + 0.6688 66.88%
Thyroid receptor binding - 0.5101 51.01%
Glucocorticoid receptor binding + 0.6692 66.92%
Aromatase binding - 0.5062 50.62%
PPAR gamma + 0.5856 58.56%
Honey bee toxicity - 0.8757 87.57%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5650 56.50%
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 99.24% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.17% 95.17%
CHEMBL3194 P02766 Transthyretin 91.09% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.00% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.80% 83.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.31% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.18% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.89% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.49% 94.00%
CHEMBL2581 P07339 Cathepsin D 86.22% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.96% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.96% 95.64%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.72% 97.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.07% 86.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.15% 90.24%

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.
Acer pycnanthum
Acer rubrum
Acer tataricum subsp. ginnala

Cross-Links

Top
PubChem 5318457
NPASS NPC226738
ChEMBL CHEMBL1933684
LOTUS LTS0149058
wikiData Q76303521