[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-2-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate

Details

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Internal ID 95048244-58d1-4d43-bcc5-18ba62769486
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-2-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)CO)O)O)O)OC4(C(C(C(O4)CO)O)OC(=O)C5=CC=CC=C5)COC(=O)C=CC6=C(C=C(C=C6)O)OC)COC(=O)C)OC(=O)C=CC7=CC(=C(C=C7)O)OC)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[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)C5=CC=CC=C5)COC(=O)/C=C/C6=C(C=C(C=C6)O)OC)COC(=O)C)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)O)O)O
InChI InChI=1S/C55H66O30/c1-25(58)74-22-36-41(65)44(68)46(70)53(78-36)81-48-47(80-39(63)16-11-27-10-15-31(61)33(18-27)73-4)37(23-75-26(2)59)79-54(49(48)82-52-45(69)43(67)40(64)34(20-56)77-52)85-55(24-76-38(62)17-13-28-12-14-30(60)19-32(28)72-3)50(42(66)35(21-57)84-55)83-51(71)29-8-6-5-7-9-29/h5-19,34-37,40-50,52-54,56-57,60-61,64-70H,20-24H2,1-4H3/b16-11+,17-13+/t34-,35-,36-,37-,40-,41-,42-,43+,44+,45-,46-,47-,48+,49-,50+,52+,53+,54-,55+/m1/s1
InChI Key SFZBFMNDLGTZDZ-LRJRJSKBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H66O30
Molecular Weight 1207.10 g/mol
Exact Mass 1206.36389068 g/mol
Topological Polar Surface Area (TPSA) 437.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.78
H-Bond Acceptor 30
H-Bond Donor 11
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-2-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6703 67.03%
Caco-2 - 0.8668 86.68%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6938 69.38%
OATP2B1 inhibitior - 0.8649 86.49%
OATP1B1 inhibitior + 0.7994 79.94%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8986 89.86%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate + 0.6592 65.92%
CYP3A4 substrate + 0.7231 72.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8392 83.92%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.8564 85.64%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.8731 87.31%
CYP2C8 inhibition + 0.8828 88.28%
CYP inhibitory promiscuity - 0.7918 79.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6873 68.73%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.8379 83.79%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7274 72.74%
Micronuclear - 0.5526 55.26%
Hepatotoxicity - 0.8341 83.41%
skin sensitisation - 0.8403 84.03%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7730 77.30%
Acute Oral Toxicity (c) III 0.5989 59.89%
Estrogen receptor binding + 0.8175 81.75%
Androgen receptor binding + 0.7256 72.56%
Thyroid receptor binding + 0.6285 62.85%
Glucocorticoid receptor binding + 0.7095 70.95%
Aromatase binding + 0.5706 57.06%
PPAR gamma + 0.7925 79.25%
Honey bee toxicity - 0.6374 63.74%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9651 96.51%

Targets

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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 99.64% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.40% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.99% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.87% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.60% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.78% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.15% 99.17%
CHEMBL3194 P02766 Transthyretin 92.89% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.61% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.31% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.28% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 89.46% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 89.33% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.36% 95.50%
CHEMBL4208 P20618 Proteasome component C5 88.15% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.20% 83.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.09% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.68% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.97% 94.62%
CHEMBL5028 O14672 ADAM10 82.67% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.55% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.80% 99.23%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.36% 89.44%

Plants that contains it

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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.
Polygala reinii
Polygala senega
Polygala wattersii

Cross-Links

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PubChem 11968935
LOTUS LTS0097574
wikiData Q105252159