(2S,3S,4S,5S,6R)-2-[4-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Top
Internal ID 17e0400f-e0f5-428e-8341-0c9fa0097cd1
Taxonomy Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name (2S,3S,4S,5S,6R)-2-[4-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=CC(=CC=C1CCC2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1CCC2=C(C=CC(=C2)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI InChI=1S/C20H24O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-7-14(23)9-12(15)4-1-11-2-5-13(22)6-3-11/h2-3,5-9,16-26H,1,4,10H2/t16-,17-,18+,19+,20-/m1/s1
InChI Key LGJLOYKMPSDLGH-SWBPCFCJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H24O8
Molecular Weight 392.40 g/mol
Exact Mass 392.14711772 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 0.06
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5S,6R)-2-[4-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8207 82.07%
Caco-2 - 0.9161 91.61%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7328 73.28%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.9041 90.41%
OATP1B3 inhibitior + 0.9192 91.92%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7269 72.69%
P-glycoprotein inhibitior - 0.6719 67.19%
P-glycoprotein substrate - 0.7916 79.16%
CYP3A4 substrate + 0.5293 52.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7901 79.01%
CYP3A4 inhibition - 0.8984 89.84%
CYP2C9 inhibition + 0.5144 51.44%
CYP2C19 inhibition - 0.7890 78.90%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.9026 90.26%
CYP2C8 inhibition + 0.7310 73.10%
CYP inhibitory promiscuity - 0.7332 73.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6952 69.52%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8687 86.87%
Skin irritation - 0.8175 81.75%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6456 64.56%
Micronuclear - 0.6341 63.41%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8170 81.70%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.7544 75.44%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding - 0.4744 47.44%
Androgen receptor binding + 0.5972 59.72%
Thyroid receptor binding + 0.5554 55.54%
Glucocorticoid receptor binding - 0.7095 70.95%
Aromatase binding - 0.5832 58.32%
PPAR gamma + 0.6640 66.40%
Honey bee toxicity - 0.5770 57.70%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity - 0.3893 38.93%

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 97.55% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 95.61% 83.57%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.63% 96.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 94.62% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.55% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.05% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.76% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.47% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.87% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.35% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 86.05% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL3194 P02766 Transthyretin 85.70% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.67% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.34% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.17% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.67% 95.78%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.23% 85.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.49% 95.93%

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.
Ricciocarpos natans

Cross-Links

Top
PubChem 163003321
LOTUS LTS0237848
wikiData Q105151390