3-(4-hydroxyphenyl)-1-[4-hydroxy-2-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one

Details

Top
Internal ID 31f78cf5-7a29-4110-b95d-fa50d3d25545
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 3-(4-hydroxyphenyl)-1-[4-hydroxy-2-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
SMILES (Canonical) C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2)O)O[C@@H]3[C@@H]([C@@H]([C@H]([C@H](O3)CO)O)O)O)O
InChI InChI=1S/C21H24O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-16-9-13(24)6-7-14(16)15(25)8-3-11-1-4-12(23)5-2-11/h1-2,4-7,9,17-24,26-28H,3,8,10H2/t17-,18+,19-,20-,21+/m1/s1
InChI Key XDMZEVSBCIGCMT-XNTOXWQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H24O9
Molecular Weight 420.40 g/mol
Exact Mass 420.14203234 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-(4-hydroxyphenyl)-1-[4-hydroxy-2-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7510 75.10%
Caco-2 - 0.9121 91.21%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7630 76.30%
OATP2B1 inhibitior + 0.5704 57.04%
OATP1B1 inhibitior + 0.9060 90.60%
OATP1B3 inhibitior + 0.9011 90.11%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5422 54.22%
P-glycoprotein inhibitior - 0.6435 64.35%
P-glycoprotein substrate - 0.7960 79.60%
CYP3A4 substrate + 0.5488 54.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8326 83.26%
CYP3A4 inhibition - 0.8751 87.51%
CYP2C9 inhibition + 0.5454 54.54%
CYP2C19 inhibition - 0.8258 82.58%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.7189 71.89%
CYP inhibitory promiscuity - 0.7838 78.38%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7465 74.65%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8482 84.82%
Skin irritation - 0.8164 81.64%
Skin corrosion - 0.9629 96.29%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5635 56.35%
Micronuclear - 0.6067 60.67%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8315 83.15%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7868 78.68%
Acute Oral Toxicity (c) III 0.7398 73.98%
Estrogen receptor binding + 0.6279 62.79%
Androgen receptor binding - 0.4849 48.49%
Thyroid receptor binding - 0.5745 57.45%
Glucocorticoid receptor binding - 0.5709 57.09%
Aromatase binding - 0.5147 51.47%
PPAR gamma + 0.6686 66.86%
Honey bee toxicity - 0.7270 72.70%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7354 73.54%
Fish aquatic toxicity + 0.6914 69.14%

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 98.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.40% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.74% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.12% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.50% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 86.00% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.79% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.60% 85.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.22% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.00% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.28% 95.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.53% 94.00%
CHEMBL4208 P20618 Proteasome component C5 83.21% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.86% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.65% 98.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.49% 97.36%

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.
Viburnum lantanoides

Cross-Links

Top
PubChem 162873365
LOTUS LTS0120827
wikiData Q105325928