[(2R,3R,4S,5R,6S)-2-(acetyloxymethyl)-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxyoxan-4-yl] 2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

Top
Internal ID 23adf55e-353f-469b-8d6f-93f963cd60df
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-2-(acetyloxymethyl)-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxyoxan-4-yl] 2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C(C3CCOC(=O)C3=CO2)C=C)O)OC(=O)C4=C(C(=CC=C4)OC5C(C(C(C(O5)CO)O)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]3CCOC(=O)C3=CO2)C=C)O)OC(=O)C4=C(C(=CC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
InChI InChI=1S/C31H38O18/c1-3-13-14-7-8-42-27(40)16(14)10-44-29(13)49-31-25(39)26(22(36)19(47-31)11-43-12(2)33)48-28(41)15-5-4-6-17(20(15)34)45-30-24(38)23(37)21(35)18(9-32)46-30/h3-6,10,13-14,18-19,21-26,29-32,34-39H,1,7-9,11H2,2H3/t13-,14+,18-,19-,21-,22-,23+,24-,25-,26+,29+,30-,31+/m1/s1
InChI Key FQQYPXQSDFVHJX-XDLLGCQKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H38O18
Molecular Weight 698.60 g/mol
Exact Mass 698.20581436 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.27
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3R,4S,5R,6S)-2-(acetyloxymethyl)-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxyoxan-4-yl] 2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6576 65.76%
Caco-2 - 0.8898 88.98%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7350 73.50%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.8096 80.96%
OATP1B3 inhibitior + 0.9342 93.42%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6496 64.96%
P-glycoprotein inhibitior + 0.6513 65.13%
P-glycoprotein substrate + 0.5153 51.53%
CYP3A4 substrate + 0.7060 70.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.9276 92.76%
CYP2C9 inhibition - 0.7268 72.68%
CYP2C19 inhibition - 0.7229 72.29%
CYP2D6 inhibition - 0.8573 85.73%
CYP1A2 inhibition - 0.6805 68.05%
CYP2C8 inhibition + 0.7672 76.72%
CYP inhibitory promiscuity - 0.7871 78.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6987 69.87%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.7612 76.12%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4294 42.94%
Micronuclear - 0.6567 65.67%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8044 80.44%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5530 55.30%
Acute Oral Toxicity (c) III 0.5569 55.69%
Estrogen receptor binding + 0.8010 80.10%
Androgen receptor binding + 0.6212 62.12%
Thyroid receptor binding - 0.5356 53.56%
Glucocorticoid receptor binding + 0.5698 56.98%
Aromatase binding + 0.5541 55.41%
PPAR gamma + 0.6472 64.72%
Honey bee toxicity - 0.7425 74.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9548 95.48%

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
CHEMBL220 P22303 Acetylcholinesterase 98.99% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.99% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.48% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.29% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.99% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.35% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.62% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.70% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 89.03% 91.49%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.91% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.99% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.42% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.01% 95.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.09% 91.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.28% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 83.93% 94.73%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.81% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.57% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.29% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.47% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.93% 94.33%

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.
Nitraria tangutorum

Cross-Links

Top
PubChem 102580781
NPASS NPC185795