PlantaeDB Logo
Login Sign-up

(E)-4-[[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-3-(2-hydroxyethyl)hex-4-enoic acid

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 31615bc4-0cb5-459a-8dc9-15e801d918d4
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name (E)-4-[[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-3-(2-hydroxyethyl)hex-4-enoic acid
SMILES (Canonical) CC=C(COC1C(C(C(C(O1)COC2C(C(CO2)(CO)O)O)O)O)O)C(CCO)CC(=O)O
SMILES (Isomeric) C/C=C(/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O)\C(CCO)CC(=O)O
InChI InChI=1S/C20H34O13/c1-2-10(11(3-4-21)5-13(23)24)6-30-18-16(27)15(26)14(25)12(33-18)7-31-19-17(28)20(29,8-22)9-32-19/h2,11-12,14-19,21-22,25-29H,3-9H2,1H3,(H,23,24)/b10-2-/t11?,12-,14-,15+,16-,17+,18-,19-,20-/m1/s1
InChI Key QEZRHGYNOGLRJR-SKYYUJLESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C20H34O13
Molecular Weight 482.50 g/mol
Exact Mass 482.19994113 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -3.50
Atomic LogP (AlogP) -3.31
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

Top
RefChem:925341
(E)-4-(((2R,3R,4S,5S,6R)-6-(((2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl)oxymethyl)-3,4,5-trihydroxyoxan-2-yl)oxymethyl)-3-(2-hydroxyethyl)hex-4-enoic acid

2D Structure

Top
2D Structure of (E)-4-[[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-3-(2-hydroxyethyl)hex-4-enoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5611 56.11%
Caco-2 - 0.8698 86.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8617 86.17%
OATP2B1 inhibitior - 0.7217 72.17%
OATP1B1 inhibitior + 0.8819 88.19%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.7551 75.51%
P-glycoprotein inhibitior - 0.7502 75.02%
P-glycoprotein substrate - 0.6988 69.88%
CYP3A4 substrate + 0.6243 62.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.9867 98.67%
CYP2C9 inhibition - 0.9025 90.25%
CYP2C19 inhibition - 0.8946 89.46%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.8857 88.57%
CYP2C8 inhibition - 0.7507 75.07%
CYP inhibitory promiscuity - 0.9538 95.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6632 66.32%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9558 95.58%
Skin irritation - 0.6814 68.14%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7447 74.47%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6073 60.73%
skin sensitisation - 0.8855 88.55%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4933 49.33%
Acute Oral Toxicity (c) III 0.4646 46.46%
Estrogen receptor binding + 0.7658 76.58%
Androgen receptor binding - 0.5365 53.65%
Thyroid receptor binding - 0.5128 51.28%
Glucocorticoid receptor binding + 0.6449 64.49%
Aromatase binding + 0.6982 69.82%
PPAR gamma + 0.5526 55.26%
Honey bee toxicity - 0.8181 81.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.7141 71.41%

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 97.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.63% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.43% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.01% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.47% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.52% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.33% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.22% 86.92%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.17% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 86.85% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.44% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.88% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.79% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.18% 97.09%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.72% 92.32%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.00% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.91% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 81.03% 92.50%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.98% 97.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.32% 99.23%

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.
Nauclea diderrichii

Cross-Links

Top
PubChem 101927055
LOTUS LTS0161861
wikiData Q105219450