CID 14132346

Details

Top
Internal ID 30ed0eed-6640-4af0-846b-17ff397f997a
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxy-3,5-dimethoxybenzoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C(=O)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI InChI=1S/C15H20O10/c1-22-7-3-6(4-8(23-2)10(7)17)14(21)25-15-13(20)12(19)11(18)9(5-16)24-15/h3-4,9,11-13,15-20H,5H2,1-2H3/t9-,11-,12+,13-,15+/m1/s1
InChI Key CIYLTHWUJCCASO-APACUCGBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C15H20O10
Molecular Weight 360.31 g/mol
Exact Mass 360.10564683 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.63
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
112667-09-1
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxy-3,5-dimethoxybenzoate
AKOS032962401
FS-10154
syringic acid O-beta-d-glucopyranosyl ester
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 4-hydroxy-3,5-dimethoxybenzoate

2D Structure

Top
2D Structure of CID 14132346

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7173 71.73%
Caco-2 - 0.8396 83.96%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6726 67.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7019 70.19%
OATP1B3 inhibitior + 0.9545 95.45%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8797 87.97%
P-glycoprotein inhibitior - 0.8778 87.78%
P-glycoprotein substrate - 0.8914 89.14%
CYP3A4 substrate + 0.5153 51.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8302 83.02%
CYP3A4 inhibition - 0.8149 81.49%
CYP2C9 inhibition - 0.8896 88.96%
CYP2C19 inhibition - 0.9057 90.57%
CYP2D6 inhibition - 0.9141 91.41%
CYP1A2 inhibition - 0.8740 87.40%
CYP2C8 inhibition - 0.5576 55.76%
CYP inhibitory promiscuity - 0.7233 72.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7735 77.35%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8147 81.47%
Skin irritation - 0.8304 83.04%
Skin corrosion - 0.9644 96.44%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6442 64.42%
Micronuclear - 0.5267 52.67%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8809 88.09%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.8846 88.46%
Acute Oral Toxicity (c) III 0.7886 78.86%
Estrogen receptor binding + 0.5535 55.35%
Androgen receptor binding - 0.7053 70.53%
Thyroid receptor binding + 0.5479 54.79%
Glucocorticoid receptor binding + 0.6015 60.15%
Aromatase binding - 0.6113 61.13%
PPAR gamma - 0.6266 62.66%
Honey bee toxicity - 0.9105 91.05%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7182 71.82%
Fish aquatic toxicity - 0.4670 46.70%

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 97.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.34% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.27% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.27% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.83% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.62% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.03% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 84.37% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.88% 96.21%
CHEMBL3194 P02766 Transthyretin 80.17% 90.71%

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.
Acanthus ilicifolius
Ananas comosus
Erigeron breviscapus
Sargentodoxa cuneata

Cross-Links

Top
PubChem 14132346
LOTUS LTS0193825
wikiData Q105308537