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

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

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Internal ID 847ae1ad-a66b-491c-9882-2d711c669288
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4R,5R,6R)-5-acetyloxy-6-(acetyloxymethyl)-3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(acetyloxymethyl)-5-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]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-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C=CC(=O)OC3C(OC(C(C3OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)OC7(C(C(C(O7)CO)O)OC(=O)C8=CC=CC=C8)COC(=O)C=CC9=CC=C(C=C9)O)COC(=O)C)OC)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)/C=C/C(=O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)OC(=O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@]7([C@H]([C@@H]([C@H](O7)CO)O)OC(=O)C8=CC=CC=C8)COC(=O)/C=C/C9=CC=C(C=C9)O)COC(=O)C)OC)O)O)O
InChI InChI=1S/C68H86O39/c1-28-45(78)49(82)52(85)63(94-28)96-36-18-13-33(21-37(36)90-5)15-20-44(77)101-57-42(26-92-30(3)73)100-67(107-68(27-93-43(76)19-14-32-11-16-35(75)17-12-32)61(48(81)40(24-71)106-68)105-62(89)34-9-7-6-8-10-34)60(104-65-54(87)51(84)47(80)39(23-70)98-65)59(57)103-66-55(88)58(56(95-31(4)74)41(99-66)25-91-29(2)72)102-64-53(86)50(83)46(79)38(22-69)97-64/h6-21,28,38-42,45-61,63-67,69-71,75,78-88H,22-27H2,1-5H3/b19-14+,20-15+/t28-,38+,39+,40+,41+,42+,45-,46+,47+,48+,49+,50-,51-,52+,53+,54+,55+,56+,57+,58+,59-,60+,61-,63-,64-,65-,66-,67+,68-/m0/s1
InChI Key YDHIOVAMAYGAAD-MRGUIZNFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C68H86O39
Molecular Weight 1527.40 g/mol
Exact Mass 1526.4746229 g/mol
Topological Polar Surface Area (TPSA) 572.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -5.90
H-Bond Acceptor 39
H-Bond Donor 15
Rotatable Bonds 28

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)-4-[(2S,3R,4R,5R,6R)-5-acetyloxy-6-(acetyloxymethyl)-3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(acetyloxymethyl)-5-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]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-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]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 - 0.8592 85.92%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6938 69.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8075 80.75%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior + 0.7439 74.39%
P-glycoprotein substrate + 0.7199 71.99%
CYP3A4 substrate + 0.7308 73.08%
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 + 0.8840 88.40%
CYP inhibitory promiscuity - 0.7918 79.18%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6873 68.73%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.8379 83.79%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8000 80.00%
Micronuclear - 0.5526 55.26%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8403 84.03%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8404 84.04%
Acute Oral Toxicity (c) III 0.5989 59.89%
Estrogen receptor binding + 0.7496 74.96%
Androgen receptor binding + 0.7326 73.26%
Thyroid receptor binding + 0.6923 69.23%
Glucocorticoid receptor binding + 0.7949 79.49%
Aromatase binding + 0.5858 58.58%
PPAR gamma + 0.8265 82.65%
Honey bee toxicity - 0.6146 61.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5355 53.55%
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
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.59% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 99.44% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 98.10% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.88% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.87% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.31% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.31% 89.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 94.72% 89.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.33% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.10% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.33% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.91% 83.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.69% 89.67%
CHEMBL3194 P02766 Transthyretin 87.32% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 87.09% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.59% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.23% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.87% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 85.57% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.18% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.08% 95.50%
CHEMBL2535 P11166 Glucose transporter 84.47% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.38% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 83.32% 92.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.47% 97.33%
CHEMBL5028 O14672 ADAM10 80.65% 97.50%

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 tenuifolia

Cross-Links

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PubChem 163190512
LOTUS LTS0139124
wikiData Q105346743