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

Details

Top
Internal ID ad782db9-5f6d-4498-8892-64ff4e83ac7d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2R,3S,4S,5S)-2-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-5-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)OC(=O)C3=CC=CC=C3)COC(=O)C=CC4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC=C(C=C7)O)O)O)O)OC(=O)C=CC8=CC=C(C=C8)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)O[C@@]2([C@H]([C@H]([C@@H](O2)CO)O)OC(=O)C3=CC=CC=C3)COC(=O)/C=C\C4=CC=C(C=C4)O)O[C@@H]5[C@H]([C@H]([C@H]([C@@H](O5)CO)O)O)O)O[C@@H]6[C@@H]([C@H]([C@H]([C@@H](O6)COC(=O)/C=C\C7=CC=C(C=C7)O)O)O)O)OC(=O)/C=C\C8=CC=C(C=C8)O
InChI InChI=1S/C60H66O29/c1-30(63)78-28-41-52(84-44(69)24-15-33-11-20-37(66)21-12-33)53(85-58-51(76)49(74)46(71)40(82-58)27-79-42(67)22-13-31-7-16-35(64)17-8-31)54(86-57-50(75)48(73)45(70)38(25-61)81-57)59(83-41)89-60(29-80-43(68)23-14-32-9-18-36(65)19-10-32)55(47(72)39(26-62)88-60)87-56(77)34-5-3-2-4-6-34/h2-24,38-41,45-55,57-59,61-62,64-66,70-76H,25-29H2,1H3/b22-13-,23-14-,24-15-/t38-,39-,40-,41+,45-,46-,47-,48-,49-,50-,51+,52-,53-,54-,55-,57+,58+,59+,60+/m0/s1
InChI Key AWUMFYZMCBGOQI-DXGXRKOHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C60H66O29
Molecular Weight 1251.10 g/mol
Exact Mass 1250.36897606 g/mol
Topological Polar Surface Area (TPSA) 439.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -1.40
H-Bond Acceptor 29
H-Bond Donor 12
Rotatable Bonds 23

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7343 73.43%
Caco-2 - 0.8670 86.70%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.8133 81.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8043 80.43%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8447 84.47%
P-glycoprotein inhibitior + 0.7402 74.02%
P-glycoprotein substrate + 0.5127 51.27%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8792 87.92%
CYP3A4 inhibition - 0.9013 90.13%
CYP2C9 inhibition - 0.8821 88.21%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.8545 85.45%
CYP inhibitory promiscuity - 0.7754 77.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6535 65.35%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.8314 83.14%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7379 73.79%
Micronuclear - 0.6226 62.26%
Hepatotoxicity - 0.8716 87.16%
skin sensitisation - 0.8599 85.99%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4650 46.50%
Acute Oral Toxicity (c) III 0.6388 63.88%
Estrogen receptor binding + 0.7871 78.71%
Androgen receptor binding + 0.7418 74.18%
Thyroid receptor binding + 0.5793 57.93%
Glucocorticoid receptor binding + 0.6302 63.02%
Aromatase binding + 0.5560 55.60%
PPAR gamma + 0.7540 75.40%
Honey bee toxicity - 0.6496 64.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9721 97.21%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.33% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.59% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.10% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.92% 96.00%
CHEMBL2581 P07339 Cathepsin D 93.82% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.04% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 89.63% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.40% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.10% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.24% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.21% 83.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.12% 89.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.34% 95.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.19% 89.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.65% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 83.17% 95.93%
CHEMBL5028 O14672 ADAM10 82.87% 97.50%
CHEMBL4208 P20618 Proteasome component C5 82.52% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.17% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.09% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 81.94% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.45% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.29% 95.83%

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.
Polygala myrtifolia

Cross-Links

Top
PubChem 101168773
LOTUS LTS0000152
wikiData Q104920287