PlantaeDB Logo
Login Sign-up

(E)-4-[(3S,4R)-3-[(2S,3R,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxyoxolan-2-yl]oxy-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-one

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 e662a1e0-a7ca-4dd9-993f-9bd42a27f286
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (E)-4-[(3S,4R)-3-[(2S,3R,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxyoxolan-2-yl]oxy-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H38O12/c1-11(27)5-6-13-12(2)17(14(28)7-23(13,3)4)34-21-19(16(30)18(35-21)15(29)8-25)36-22-20(31)24(32,9-26)10-33-22/h5-6,14-22,25-26,28-32H,7-10H2,1-4H3/b6-5+/t14-,15-,16+,17+,18-,19-,20+,21+,22+,24-/m1/s1
InChI Key OGEJHRVWARVEDO-XLQTULRKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H38O12
Molecular Weight 518.60 g/mol
Exact Mass 518.23632664 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -2.11
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (E)-4-[(3S,4R)-3-[(2S,3R,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxyoxolan-2-yl]oxy-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5844 58.44%
Caco-2 - 0.8317 83.17%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7636 76.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8855 88.55%
OATP1B3 inhibitior + 0.9248 92.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6089 60.89%
P-glycoprotein inhibitior - 0.5606 56.06%
P-glycoprotein substrate - 0.5134 51.34%
CYP3A4 substrate + 0.7019 70.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8793 87.93%
CYP3A4 inhibition - 0.9169 91.69%
CYP2C9 inhibition - 0.8145 81.45%
CYP2C19 inhibition - 0.8691 86.91%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.8695 86.95%
CYP2C8 inhibition + 0.4737 47.37%
CYP inhibitory promiscuity - 0.8219 82.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5662 56.62%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9455 94.55%
Skin irritation - 0.7611 76.11%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4601 46.01%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5527 55.27%
skin sensitisation - 0.7826 78.26%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6357 63.57%
Estrogen receptor binding + 0.7836 78.36%
Androgen receptor binding + 0.5779 57.79%
Thyroid receptor binding + 0.5935 59.35%
Glucocorticoid receptor binding + 0.5528 55.28%
Aromatase binding + 0.7069 70.69%
PPAR gamma + 0.6737 67.37%
Honey bee toxicity - 0.7159 71.59%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7347 73.47%

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
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 96.81% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.53% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 95.52% 97.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.81% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.82% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 92.50% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.94% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.67% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.61% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.19% 96.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 90.19% 97.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.12% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.26% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.84% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.78% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.70% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.45% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.85% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 84.84% 91.19%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.13% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.76% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 83.72% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.51% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.98% 97.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.82% 96.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.13% 96.90%

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.
Sonchus asper

Cross-Links

Top
PubChem 163016494
LOTUS LTS0032303
wikiData Q105191560