PlantaeDB Logo
Login Sign-up

[(3R,4S,5S,6S)-4,5-diacetyloxy-6-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]oxyoxan-3-yl] 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 ec6f49b5-fcc3-4f7d-9c08-ecea3c89a989
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
IUPAC Name [(3R,4S,5S,6S)-4,5-diacetyloxy-6-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]oxyoxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1CO[C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)O
InChI InChI=1S/C26H24O14/c1-10(27)36-17-9-35-26(25(38-12(3)29)23(17)37-11(2)28)40-22-16(32)8-15(31)18-19(33)20(34)21(39-24(18)22)13-4-6-14(30)7-5-13/h4-8,17,23,25-26,30-32,34H,9H2,1-3H3/t17-,23+,25+,26+/m1/s1
InChI Key UUUFLHFLFWPUFF-QPGUAHOZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H24O14
Molecular Weight 560.50 g/mol
Exact Mass 560.11660544 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3R,4S,5S,6S)-4,5-diacetyloxy-6-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]oxyoxan-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8044 80.44%
Caco-2 - 0.8645 86.45%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7440 74.40%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.8484 84.84%
OATP1B3 inhibitior - 0.3544 35.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9517 95.17%
P-glycoprotein inhibitior + 0.8010 80.10%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6662 66.62%
CYP2C9 substrate + 0.5839 58.39%
CYP2D6 substrate - 0.8870 88.70%
CYP3A4 inhibition - 0.8638 86.38%
CYP2C9 inhibition - 0.7150 71.50%
CYP2C19 inhibition - 0.9210 92.10%
CYP2D6 inhibition - 0.9654 96.54%
CYP1A2 inhibition - 0.8665 86.65%
CYP2C8 inhibition + 0.7440 74.40%
CYP inhibitory promiscuity - 0.6657 66.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6603 66.03%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.8808 88.08%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5420 54.20%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5158 51.58%
skin sensitisation - 0.8993 89.93%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8759 87.59%
Acute Oral Toxicity (c) III 0.6517 65.17%
Estrogen receptor binding + 0.8297 82.97%
Androgen receptor binding + 0.8134 81.34%
Thyroid receptor binding - 0.5088 50.88%
Glucocorticoid receptor binding + 0.7482 74.82%
Aromatase binding - 0.5278 52.78%
PPAR gamma + 0.7446 74.46%
Honey bee toxicity - 0.7545 75.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9285 92.85%

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 99.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.21% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.06% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.00% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.08% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.77% 99.15%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.85% 95.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.03% 99.23%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.25% 95.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.44% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.31% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.84% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.57% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.26% 95.78%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.14% 94.42%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.30% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 81.40% 91.19%
CHEMBL3194 P02766 Transthyretin 81.08% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.54% 94.80%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.53% 93.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.31% 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.
There are no matching plants.

Cross-Links

Top
PubChem 162851654
LOTUS LTS0060126
wikiData Q105279596