2-[3,5-Dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Top
Internal ID 8b12cc0c-b573-49bd-aca1-d0e005dd78d0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 2-[3,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC=C(C=C2)CCO)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2=CC=C(C=C2)CCO)O)OC3C(C(C(C(O3)CO)O)O)O)O
InChI InChI=1S/C20H30O11/c1-9-13(23)18(31-19-16(26)15(25)14(24)12(8-22)30-19)17(27)20(28-9)29-11-4-2-10(3-5-11)6-7-21/h2-5,9,12-27H,6-8H2,1H3
InChI Key KAWZZJROBORQGR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H30O11
Molecular Weight 446.40 g/mol
Exact Mass 446.17881177 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -2.75
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[3,5-Dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8761 87.61%
Caco-2 - 0.8536 85.36%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7440 74.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9028 90.28%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6436 64.36%
P-glycoprotein inhibitior - 0.8231 82.31%
P-glycoprotein substrate - 0.7953 79.53%
CYP3A4 substrate + 0.5587 55.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8043 80.43%
CYP3A4 inhibition - 0.9533 95.33%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.9342 93.42%
CYP2D6 inhibition - 0.9301 93.01%
CYP1A2 inhibition - 0.9295 92.95%
CYP2C8 inhibition - 0.6350 63.50%
CYP inhibitory promiscuity - 0.8902 89.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6096 60.96%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9679 96.79%
Skin irritation - 0.8130 81.30%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7136 71.36%
Micronuclear - 0.7641 76.41%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8957 89.57%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.8611 86.11%
Acute Oral Toxicity (c) III 0.7428 74.28%
Estrogen receptor binding - 0.4742 47.42%
Androgen receptor binding - 0.6298 62.98%
Thyroid receptor binding + 0.5926 59.26%
Glucocorticoid receptor binding - 0.5133 51.33%
Aromatase binding + 0.5506 55.06%
PPAR gamma + 0.6479 64.79%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity - 0.7970 79.70%

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 96.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.11% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.25% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.22% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 92.11% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.85% 94.00%
CHEMBL2581 P07339 Cathepsin D 89.35% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.23% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 88.67% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.14% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.95% 83.57%
CHEMBL3401 O75469 Pregnane X receptor 87.18% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.17% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.35% 97.36%
CHEMBL4208 P20618 Proteasome component C5 82.51% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.16% 96.00%

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.
Barleria strigosa

Cross-Links

Top
PubChem 73802908
LOTUS LTS0134840
wikiData Q105138018