PlantaeDB Logo
Login Sign-up

3-[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[1-(3,4,5-trihydroxyphenyl)ethoxy]tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 6dc4bcd3-ab2f-4dfb-a652-c249ccff4a13
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[1-(3,4,5-trihydroxyphenyl)ethoxy]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H28O13/c1-11(14-7-18(33)23(36)19(34)8-14)39-28-25(38)22(35)12(2)40-29(28)42-27-24(37)21-17(32)9-16(31)10-20(21)41-26(27)13-3-5-15(30)6-4-13/h3-12,22,25,28-36,38H,1-2H3/t11?,12-,22+,25+,28+,29-/m1/s1
InChI Key MVMIKVUDPMCAIP-FRDBTFHOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H28O13
Molecular Weight 584.50 g/mol
Exact Mass 584.15299094 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

Top
3-[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[1-(3,4,5-trihydroxyphenyl)ethoxy]tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

2D Structure

Top
2D Structure of 3-[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[1-(3,4,5-trihydroxyphenyl)ethoxy]tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8072 80.72%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7235 72.35%
OATP2B1 inhibitior - 0.5531 55.31%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior + 0.8556 85.56%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8450 84.50%
P-glycoprotein inhibitior + 0.7135 71.35%
P-glycoprotein substrate + 0.6476 64.76%
CYP3A4 substrate + 0.6675 66.75%
CYP2C9 substrate - 0.6847 68.47%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.6813 68.13%
CYP2C9 inhibition - 0.8866 88.66%
CYP2C19 inhibition - 0.8648 86.48%
CYP2D6 inhibition - 0.9418 94.18%
CYP1A2 inhibition - 0.6999 69.99%
CYP2C8 inhibition + 0.7802 78.02%
CYP inhibitory promiscuity - 0.5626 56.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6369 63.69%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8696 86.96%
Skin irritation - 0.6827 68.27%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9613 96.13%
Acute Oral Toxicity (c) III 0.4830 48.30%
Estrogen receptor binding + 0.8156 81.56%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.6426 64.26%
Glucocorticoid receptor binding + 0.7791 77.91%
Aromatase binding + 0.5305 53.05%
PPAR gamma + 0.7572 75.72%
Honey bee toxicity - 0.7743 77.43%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9566 95.66%

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 99.41% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.00% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.59% 89.00%
CHEMBL2581 P07339 Cathepsin D 98.32% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.87% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.48% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.49% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.86% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 92.52% 94.73%
CHEMBL3194 P02766 Transthyretin 91.96% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.90% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.04% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.94% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.23% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.78% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.18% 99.17%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.09% 91.38%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.56% 95.78%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.27% 85.11%
CHEMBL242 Q92731 Estrogen receptor beta 83.29% 98.35%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.02% 94.42%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.92% 93.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.69% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.42% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.35% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.25% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 80.66% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.05% 95.89%

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.
Eugenia hyemalis

Cross-Links

Top
PubChem 71588876
LOTUS LTS0047629
wikiData Q104399862