PlantaeDB Logo
Login Sign-up

[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

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 fa035ec1-c328-4c18-8e77-d3b1460ef48f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)OC)O)OC)CO)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)OC)O)OC)CO)O)O)O)O
InChI InChI=1S/C31H36O19/c1-10(33)45-9-18-21(37)24(40)25(41)30(48-18)49-28-22(38)17(8-32)47-31(26(28)42)50-29-23(39)19-13(35)6-12(34)7-14(19)46-27(29)11-4-15(43-2)20(36)16(5-11)44-3/h4-7,17-18,21-22,24-26,28,30-32,34-38,40-42H,8-9H2,1-3H3/t17-,18-,21-,22+,24+,25-,26-,28+,30+,31+/m1/s1
InChI Key BHRTWWYZDFOMPD-QVGLHZPJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H36O19
Molecular Weight 712.60 g/mol
Exact Mass 712.18507891 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.83
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5137 51.37%
Caco-2 - 0.8968 89.68%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5050 50.50%
OATP2B1 inhibitior - 0.5805 58.05%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.9596 95.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7351 73.51%
P-glycoprotein inhibitior + 0.6178 61.78%
P-glycoprotein substrate + 0.5354 53.54%
CYP3A4 substrate + 0.6740 67.40%
CYP2C9 substrate - 0.8246 82.46%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.9701 97.01%
CYP2C9 inhibition - 0.9408 94.08%
CYP2C19 inhibition - 0.9491 94.91%
CYP2D6 inhibition - 0.9634 96.34%
CYP1A2 inhibition - 0.9386 93.86%
CYP2C8 inhibition + 0.7900 79.00%
CYP inhibitory promiscuity - 0.8859 88.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7233 72.33%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.8515 85.15%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3821 38.21%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.6341 63.41%
skin sensitisation - 0.9327 93.27%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7913 79.13%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.8578 85.78%
Androgen receptor binding + 0.6277 62.77%
Thyroid receptor binding + 0.5269 52.69%
Glucocorticoid receptor binding + 0.6554 65.54%
Aromatase binding + 0.6082 60.82%
PPAR gamma + 0.7422 74.22%
Honey bee toxicity - 0.7240 72.40%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8763 87.63%

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 99.48% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.87% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.95% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.22% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.45% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.25% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.95% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.91% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 89.30% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.93% 94.45%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 87.10% 98.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.73% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.34% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.51% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.52% 92.62%
CHEMBL3194 P02766 Transthyretin 81.89% 90.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.22% 94.42%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.97% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.71% 92.50%

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.
Achlys triphylla

Cross-Links

Top
PubChem 101618934
LOTUS LTS0101986
wikiData Q104936191