PlantaeDB Logo
Login Sign-up

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

Top
Internal ID 9fbe5ba6-fc9f-4d37-82ba-fc46c116ef81
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,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[(E)-3-(4-hydroxyphenyl)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-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)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)OC)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)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)OC)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)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)OC(=O)/C=C/C8=CC=C(C=C8)O
InChI InChI=1S/C58H72O33/c1-25(63)79-23-36-49(85-38(67)17-11-26-8-13-29(64)14-9-26)50(87-56-47(76)44(73)48(35(22-62)83-56)86-54-45(74)42(71)39(68)32(19-59)81-54)51(88-55-46(75)43(72)40(69)33(20-60)82-55)57(84-36)91-58(24-80-37(66)16-12-27-10-15-30(65)31(18-27)78-2)52(41(70)34(21-61)90-58)89-53(77)28-6-4-3-5-7-28/h3-18,32-36,39-52,54-57,59-62,64-65,68-76H,19-24H2,1-2H3/b16-12+,17-11+/t32-,33-,34-,35-,36-,39-,40-,41-,42+,43+,44-,45-,46-,47-,48-,49-,50+,51-,52+,54+,55+,56+,57-,58+/m1/s1
InChI Key XFVMNOJLRUSDGN-SNHCWFMLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C58H72O33
Molecular Weight 1297.20 g/mol
Exact Mass 1296.3955847 g/mol
Topological Polar Surface Area (TPSA) 501.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -5.54
H-Bond Acceptor 33
H-Bond Donor 15
Rotatable Bonds 24

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6889 68.89%
Caco-2 - 0.8657 86.57%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.7168 71.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8130 81.30%
OATP1B3 inhibitior + 0.9520 95.20%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9439 94.39%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.6245 62.45%
CYP3A4 substrate + 0.7187 71.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8250 82.50%
CYP2C9 inhibition - 0.8579 85.79%
CYP2C19 inhibition - 0.8248 82.48%
CYP2D6 inhibition - 0.9204 92.04%
CYP1A2 inhibition - 0.8757 87.57%
CYP2C8 inhibition + 0.8834 88.34%
CYP inhibitory promiscuity - 0.7799 77.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7070 70.70%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.8378 83.78%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7514 75.14%
Micronuclear - 0.5626 56.26%
Hepatotoxicity - 0.8841 88.41%
skin sensitisation - 0.8218 82.18%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8151 81.51%
Acute Oral Toxicity (c) III 0.6242 62.42%
Estrogen receptor binding + 0.7919 79.19%
Androgen receptor binding + 0.7274 72.74%
Thyroid receptor binding + 0.6188 61.88%
Glucocorticoid receptor binding + 0.6934 69.34%
Aromatase binding + 0.5313 53.13%
PPAR gamma + 0.7779 77.79%
Honey bee toxicity - 0.6240 62.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9651 96.51%

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 99.38% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.23% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.58% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.47% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.22% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.12% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.63% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.49% 95.56%
CHEMBL3194 P02766 Transthyretin 91.35% 90.71%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.65% 89.44%
CHEMBL2581 P07339 Cathepsin D 89.23% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.61% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 88.54% 94.73%
CHEMBL4208 P20618 Proteasome component C5 88.11% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.67% 91.19%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.96% 83.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.02% 97.14%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.89% 89.67%
CHEMBL5028 O14672 ADAM10 82.89% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.18% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.56% 95.83%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.82% 94.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.75% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.56% 99.23%
CHEMBL2535 P11166 Glucose transporter 80.32% 98.75%

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.
Foeniculum vulgare
Polygala senega

Cross-Links

Top
PubChem 10351465
NPASS NPC248494
LOTUS LTS0044427
wikiData Q105327322