(13S,14E,15S)-14-ethylidene-4,15-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-2,10,16,20-tetraoxatetracyclo[21.2.2.13,7.013,18]octacosa-1(25),3,5,7(28),17,23,26-heptaene-11,19-dione

Details

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Internal ID c28f7fd7-d909-4170-a464-8e87e0cade4c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (13S,14E,15S)-14-ethylidene-4,15-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-2,10,16,20-tetraoxatetracyclo[21.2.2.13,7.013,18]octacosa-1(25),3,5,7(28),17,23,26-heptaene-11,19-dione
SMILES (Canonical) CC=C1C2CC(=O)OCCC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5=CC=C(CCOC(=O)C2=COC1OC6C(C(C(C(O6)CO)O)O)O)C=C5
SMILES (Isomeric) C/C=C/1\[C@@H]2CC(=O)OCCC3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC5=CC=C(CCOC(=O)C2=CO[C@H]1O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=C5
InChI InChI=1S/C38H46O18/c1-2-21-22-14-28(41)49-11-10-19-5-8-24(53-37-33(46)31(44)29(42)26(15-39)54-37)25(13-19)52-20-6-3-18(4-7-20)9-12-50-35(48)23(22)17-51-36(21)56-38-34(47)32(45)30(43)27(16-40)55-38/h2-8,13,17,22,26-27,29-34,36-40,42-47H,9-12,14-16H2,1H3/b21-2+/t22-,26+,27+,29+,30+,31-,32-,33+,34+,36-,37+,38-/m0/s1
InChI Key NIWFKQUNBXVWOX-SUNAXECMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H46O18
Molecular Weight 790.80 g/mol
Exact Mass 790.26841461 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.15
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13S,14E,15S)-14-ethylidene-4,15-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-2,10,16,20-tetraoxatetracyclo[21.2.2.13,7.013,18]octacosa-1(25),3,5,7(28),17,23,26-heptaene-11,19-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5907 59.07%
Caco-2 - 0.8826 88.26%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8723 87.23%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8566 85.66%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9531 95.31%
P-glycoprotein inhibitior + 0.6937 69.37%
P-glycoprotein substrate - 0.5055 50.55%
CYP3A4 substrate + 0.6892 68.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8758 87.58%
CYP3A4 inhibition - 0.9099 90.99%
CYP2C9 inhibition - 0.8165 81.65%
CYP2C19 inhibition - 0.7362 73.62%
CYP2D6 inhibition - 0.8779 87.79%
CYP1A2 inhibition - 0.6461 64.61%
CYP2C8 inhibition + 0.6767 67.67%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6602 66.02%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.7973 79.73%
Skin corrosion - 0.9522 95.22%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7907 79.07%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6942 69.42%
skin sensitisation - 0.8395 83.95%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5378 53.78%
Acute Oral Toxicity (c) III 0.5766 57.66%
Estrogen receptor binding + 0.7954 79.54%
Androgen receptor binding + 0.6781 67.81%
Thyroid receptor binding - 0.5172 51.72%
Glucocorticoid receptor binding + 0.5706 57.06%
Aromatase binding - 0.5329 53.29%
PPAR gamma + 0.6999 69.99%
Honey bee toxicity - 0.7107 71.07%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9783 97.83%

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
CHEMBL2581 P07339 Cathepsin D 97.38% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.52% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 96.45% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.19% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.62% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.89% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.33% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.34% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.28% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.35% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.29% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.10% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.02% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.01% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.10% 94.00%

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.
Fraxinus insularis
Fraxinus uhdei

Cross-Links

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PubChem 163189001
LOTUS LTS0156256
wikiData Q105180015