2,3,8-Tri-O-methylellagic acid

Details

Top
Internal ID 0f7254b2-c440-43f5-b56c-7567626f48d1
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 6-hydroxy-7,13,14-trimethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
SMILES (Canonical) COC1=C(C2=C3C(=C1)C(=O)OC4=C3C(=CC(=C4OC)O)C(=O)O2)OC
SMILES (Isomeric) COC1=C(C2=C3C(=C1)C(=O)OC4=C3C(=CC(=C4OC)O)C(=O)O2)OC
InChI InChI=1S/C17H12O8/c1-21-9-5-7-11-10-6(16(19)25-15(11)13(9)23-3)4-8(18)12(22-2)14(10)24-17(7)20/h4-5,18H,1-3H3
InChI Key LXEQIOGTMDLLEC-UHFFFAOYSA-N
Popularity 24 references in papers

Physical and Chemical Properties

Top
Molecular Formula C17H12O8
Molecular Weight 344.30 g/mol
Exact Mass 344.05321734 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.22
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
2,3,8-Tri-O-methylellagic acid
3,7,8-Tri-O-methylellagic acid
NSC 333299
CHEBI:1368
CHEMBL451476
3,3',4-O-Trimethylellagic acid
3,4,3'-Tri-O-methylellagic acid
C17H12O8
ELLAGIC ACID, 3,3',4-TRI-O-METHYL
C10836
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 2,3,8-Tri-O-methylellagic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9286 92.86%
Caco-2 + 0.7068 70.68%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6902 69.02%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.9489 94.89%
OATP1B3 inhibitior + 0.9153 91.53%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7088 70.88%
P-glycoprotein inhibitior - 0.6136 61.36%
P-glycoprotein substrate - 0.9261 92.61%
CYP3A4 substrate - 0.5565 55.65%
CYP2C9 substrate - 0.8431 84.31%
CYP2D6 substrate - 0.8139 81.39%
CYP3A4 inhibition - 0.8835 88.35%
CYP2C9 inhibition - 0.9860 98.60%
CYP2C19 inhibition - 0.9683 96.83%
CYP2D6 inhibition - 0.9420 94.20%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.6972 69.72%
CYP inhibitory promiscuity - 0.8735 87.35%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4837 48.37%
Eye corrosion - 0.9806 98.06%
Eye irritation + 0.7504 75.04%
Skin irritation - 0.7433 74.33%
Skin corrosion - 0.9778 97.78%
Ames mutagenesis + 0.5436 54.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5820 58.20%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9343 93.43%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8339 83.39%
Acute Oral Toxicity (c) II 0.6873 68.73%
Estrogen receptor binding + 0.6859 68.59%
Androgen receptor binding - 0.5095 50.95%
Thyroid receptor binding - 0.5126 51.26%
Glucocorticoid receptor binding + 0.7402 74.02%
Aromatase binding + 0.7686 76.86%
PPAR gamma + 0.7259 72.59%
Honey bee toxicity - 0.8794 87.94%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.9282 92.82%

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 98.67% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.22% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.75% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.42% 89.00%
CHEMBL2535 P11166 Glucose transporter 87.51% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.07% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.04% 94.45%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 83.78% 98.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.75% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.69% 99.23%
CHEMBL3194 P02766 Transthyretin 81.56% 90.71%
CHEMBL2581 P07339 Cathepsin D 80.75% 98.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.31% 80.78%

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.
Acacia sparsiflora
Achyranthes bidentata
Agave shawii
Aglaia elaeagnoidea
Ambrosia grayi
Aristolochia littoralis
Astragalus gummifer
Astrantia major
Camellia sasanqua
Camptotheca acuminata
Cardiospermum halicacabum
Carpinus cordata
Cassia javanica subsp. agnes
Castanopsis fissa
Centaurea nigrescens
Cirsium japonicum
Cleidion brevipetiolatum
Combretum caffrum
Convallaria keiskei
Coreopsis fasciculata
Crepis foetida
Crinum viviparum
Cuphea carthagenensis
Dioscoreophyllum cumminsii
Dipentodon sinicus
Dirca occidentalis
Dorstenia lindeniana
Drypetes littoralis
Edgeworthia gardneri
Erigeron canadensis
Eucalyptus regnans
Euphorbia iberica
Euphorbia segetalis
Garcinia celebica
Garcinia merguensis
Grindelia hirsutula
Hopea jucunda
Khaya grandifoliola
Lagerstroemia speciosa
Mallotus apelta
Neoboutonia mannii
Ozoroa insignis
Parastrephia lepidophylla
Penstemon secundiflorus
Phedimus kamtschaticus
Phlogacanthus thyrsiformis
Phyllanthus acutissimus
Phytolacca acinosa
Piper arboreum
Plumbago pulchella
Plumeria alba
Polygala ruwenzoriensis
Pouzolzia occidentalis
Punica granatum
Rhodomyrtus tomentosa
Rumex conglomeratus
Ruta microcarpa
Sanguisorba officinalis
Selinum carvifolium
Senecio glaucus subsp. coronopifolius
Sidastrum multiflorum
Silene vulgaris
Syncolostemon parviflorus
Syzygium jambos
Tainia latifolia
Thesium humile
Thuja plicata
Tilia europaea
Triglochin maritima
Urtica triangularis
Xenophyllum decorum
Zanthoxylum schreberi

Cross-Links

Top
PubChem 5281860
NPASS NPC37502
LOTUS LTS0240929
wikiData Q27105446