PlantaeDB Logo
Login Sign-up

2-(3,4-Dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-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 65c21532-e342-4d9d-9eda-caca83b120bf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5,7-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1=C(C=C(C(=C1O)O)OC2C(C(C(C(O2)CO)O)O)O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) C1=C(C=C(C(=C1O)O)OC2C(C(C(C(O2)CO)O)O)O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C27H30O18/c28-5-13-17(34)20(37)22(39)26(43-13)42-12-2-7(1-10(32)16(12)33)24-25(19(36)15-9(31)3-8(30)4-11(15)41-24)45-27-23(40)21(38)18(35)14(6-29)44-27/h1-4,13-14,17-18,20-23,26-35,37-40H,5-6H2
InChI Key FEWRYXXFMHQZRI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H30O18
Molecular Weight 642.50 g/mol
Exact Mass 642.14321410 g/mol
Topological Polar Surface Area (TPSA) 306.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -3.36
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 7

Synonyms

Top
Flavonol base + 5O, O-Hex, O-Hex
2-(3,4-Dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
2-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5,7-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

2D Structure

Top
2D Structure of 2-(3,4-Dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5736 57.36%
Caco-2 - 0.9198 91.98%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5579 55.79%
OATP1B1 inhibitior + 0.8659 86.59%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5762 57.62%
P-glycoprotein inhibitior - 0.5205 52.05%
P-glycoprotein substrate - 0.7170 71.70%
CYP3A4 substrate + 0.6081 60.81%
CYP2C9 substrate - 0.6709 67.09%
CYP2D6 substrate - 0.8582 85.82%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.9315 93.15%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.8188 81.88%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8832 88.32%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3631 36.31%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7268 72.68%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.6011 60.11%
Thyroid receptor binding - 0.5169 51.69%
Glucocorticoid receptor binding - 0.5372 53.72%
Aromatase binding + 0.5263 52.63%
PPAR gamma + 0.6945 69.45%
Honey bee toxicity - 0.7704 77.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6099 60.99%
Fish aquatic toxicity + 0.7958 79.58%

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 99.42% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.79% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.18% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.40% 95.64%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL3194 P02766 Transthyretin 92.09% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.91% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.00% 94.73%
CHEMBL2424 Q04760 Glyoxalase I 88.99% 91.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.90% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.14% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.03% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.77% 86.92%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.10% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.44% 95.78%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.59% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.39% 97.09%

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.
Rhododendron irroratum

Cross-Links

Top
PubChem 14159396
LOTUS LTS0182205
wikiData Q104994251