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[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-[(E)-3-hydroxy-3-methylbut-1-enyl]-5-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

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 980ef52d-77e6-4655-8c3c-15172401c963
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-[(E)-3-hydroxy-3-methylbut-1-enyl]-5-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
SMILES (Canonical) CC(=CCC1=C(C(=CC(=C1)C(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O)C=CC(C)(C)O)OC4C(C(C(C(O4)CO)O)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C(=CC(=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)O)O)O)/C=C/C(C)(C)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C
InChI InChI=1S/C35H52O19/c1-15(2)5-6-16-9-18(10-17(7-8-34(3,4)48)29(16)52-32-27(44)25(42)22(39)19(11-36)50-32)31(47)49-13-21-23(40)26(43)28(45)33(51-21)54-35(14-38)30(46)24(41)20(12-37)53-35/h5,7-10,19-28,30,32-33,36-46,48H,6,11-14H2,1-4H3/b8-7+/t19-,20-,21-,22-,23-,24-,25+,26+,27-,28-,30+,32+,33-,35+/m1/s1
InChI Key DFWFONIQRCDGTF-QBDHZVPGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O19
Molecular Weight 776.80 g/mol
Exact Mass 776.31027942 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -4.06
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-[(E)-3-hydroxy-3-methylbut-1-enyl]-5-(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7309 73.09%
Caco-2 - 0.8893 88.93%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8427 84.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8046 80.46%
OATP1B3 inhibitior + 0.9141 91.41%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9621 96.21%
P-glycoprotein inhibitior + 0.6936 69.36%
P-glycoprotein substrate - 0.5974 59.74%
CYP3A4 substrate + 0.6831 68.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.9267 92.67%
CYP2C9 inhibition - 0.7044 70.44%
CYP2C19 inhibition - 0.6640 66.40%
CYP2D6 inhibition - 0.8862 88.62%
CYP1A2 inhibition - 0.7058 70.58%
CYP2C8 inhibition + 0.7057 70.57%
CYP inhibitory promiscuity - 0.5053 50.53%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6739 67.39%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.7949 79.49%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7564 75.64%
Micronuclear - 0.6626 66.26%
Hepatotoxicity - 0.6291 62.91%
skin sensitisation - 0.7846 78.46%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8135 81.35%
Acute Oral Toxicity (c) III 0.5549 55.49%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.5930 59.30%
Thyroid receptor binding + 0.5395 53.95%
Glucocorticoid receptor binding + 0.6695 66.95%
Aromatase binding + 0.5869 58.69%
PPAR gamma + 0.7443 74.43%
Honey bee toxicity - 0.6803 68.03%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9738 97.38%

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 98.53% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 97.64% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.31% 96.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.55% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.03% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.80% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.47% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.31% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.98% 96.90%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.15% 83.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.90% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.80% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.67% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.56% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.01% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.44% 94.45%
CHEMBL2581 P07339 Cathepsin D 81.03% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.07% 95.83%

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.
Anodendron affine

Cross-Links

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PubChem 10056001
LOTUS LTS0274726
wikiData Q104978371