(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]oxan-4-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 3d89722d-d8c1-4fdc-8e91-c3cee8b69cb1
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]oxan-4-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCC=CC3=CC=C(C=C3)O)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C[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)OC/C=C/C3=CC=C(C=C3)O)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C27H40O16/c1-11-23(42-27-20(35)18(33)16(31)14(9-28)41-27)19(34)21(36)26(39-11)43-24-17(32)15(10-29)40-25(22(24)37)38-8-2-3-12-4-6-13(30)7-5-12/h2-7,11,14-37H,8-10H2,1H3/b3-2+/t11-,14+,15+,16+,17+,18-,19-,20+,21+,22+,23-,24-,25+,26-,27-/m0/s1
InChI Key WZRJOJIMHCIRCM-ZIAGBSLVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O16
Molecular Weight 620.60 g/mol
Exact Mass 620.23163518 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -4.10
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]oxan-4-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8573 85.73%
Caco-2 - 0.8843 88.43%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.6785 67.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8395 83.95%
OATP1B3 inhibitior + 0.9727 97.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5489 54.89%
P-glycoprotein inhibitior - 0.6031 60.31%
P-glycoprotein substrate - 0.7966 79.66%
CYP3A4 substrate + 0.5864 58.64%
CYP2C9 substrate - 0.6225 62.25%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.9385 93.85%
CYP2C9 inhibition - 0.9211 92.11%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9226 92.26%
CYP1A2 inhibition - 0.9351 93.51%
CYP2C8 inhibition + 0.5531 55.31%
CYP inhibitory promiscuity - 0.6370 63.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5642 56.42%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.8467 84.67%
Skin corrosion - 0.9615 96.15%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8364 83.64%
Micronuclear - 0.6341 63.41%
Hepatotoxicity - 0.8675 86.75%
skin sensitisation - 0.8576 85.76%
Respiratory toxicity - 0.7444 74.44%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity - 0.7107 71.07%
Acute Oral Toxicity (c) III 0.6862 68.62%
Estrogen receptor binding + 0.6566 65.66%
Androgen receptor binding + 0.6035 60.35%
Thyroid receptor binding + 0.5408 54.08%
Glucocorticoid receptor binding - 0.5321 53.21%
Aromatase binding + 0.6221 62.21%
PPAR gamma + 0.6183 61.83%
Honey bee toxicity - 0.7737 77.37%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.3902 39.02%

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 98.31% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.96% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.28% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.68% 91.49%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.91% 91.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.80% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.66% 94.73%
CHEMBL242 Q92731 Estrogen receptor beta 89.57% 98.35%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.90% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.44% 89.00%
CHEMBL2581 P07339 Cathepsin D 86.95% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.75% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.97% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 84.49% 95.93%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.90% 89.67%
CHEMBL3194 P02766 Transthyretin 83.79% 90.71%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.30% 88.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.02% 97.36%

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.
Boschniakia rossica

Cross-Links

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PubChem 71664683
LOTUS LTS0273274
wikiData Q105323421