2-[6-Hydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-7-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Top
Internal ID 17d27b41-61f3-4945-a47d-3eb2200cb8bd
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 2-[6-hydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-7-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=CC(=CC=C1CC2=CC3=C(O2)C(=C(C=C3)O)C4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1CC2=CC3=C(O2)C(=C(C=C3)O)C4C(C(C(C(O4)CO)O)O)O)O
InChI InChI=1S/C21H22O8/c22-9-15-17(25)18(26)19(27)21(29-15)16-14(24)6-3-11-8-13(28-20(11)16)7-10-1-4-12(23)5-2-10/h1-6,8,15,17-19,21-27H,7,9H2
InChI Key MCHGHPIHLAZAFH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H22O8
Molecular Weight 402.40 g/mol
Exact Mass 402.13146766 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.95
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[6-Hydroxy-2-[(4-hydroxyphenyl)methyl]-1-benzofuran-7-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7009 70.09%
Caco-2 - 0.9372 93.72%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6345 63.45%
OATP2B1 inhibitior + 0.5769 57.69%
OATP1B1 inhibitior + 0.7872 78.72%
OATP1B3 inhibitior + 0.9734 97.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5765 57.65%
P-glycoprotein inhibitior - 0.6023 60.23%
P-glycoprotein substrate - 0.8501 85.01%
CYP3A4 substrate + 0.5094 50.94%
CYP2C9 substrate - 0.7917 79.17%
CYP2D6 substrate - 0.6945 69.45%
CYP3A4 inhibition - 0.8693 86.93%
CYP2C9 inhibition - 0.8322 83.22%
CYP2C19 inhibition - 0.8107 81.07%
CYP2D6 inhibition - 0.8978 89.78%
CYP1A2 inhibition - 0.7918 79.18%
CYP2C8 inhibition + 0.7138 71.38%
CYP inhibitory promiscuity - 0.5748 57.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5749 57.49%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.8757 87.57%
Skin irritation - 0.7741 77.41%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis + 0.5049 50.49%
Human Ether-a-go-go-Related Gene inhibition + 0.7057 70.57%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8523 85.23%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6259 62.59%
Acute Oral Toxicity (c) III 0.4460 44.60%
Estrogen receptor binding + 0.6525 65.25%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding + 0.6279 62.79%
Glucocorticoid receptor binding + 0.5858 58.58%
Aromatase binding + 0.6607 66.07%
PPAR gamma + 0.8024 80.24%
Honey bee toxicity - 0.8006 80.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6902 69.02%

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 98.42% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.00% 83.82%
CHEMBL2581 P07339 Cathepsin D 90.15% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.64% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.10% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.09% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.68% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.00% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.43% 95.50%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.46% 85.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.95% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.23% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.02% 86.33%

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.
Pterocarpus marsupium

Cross-Links

Top
PubChem 85065126
LOTUS LTS0212947
wikiData Q105161200