PlantaeDB Logo
Login Sign-up

[(2R,3R,4R,5R)-1,2,4,5,6-pentahydroxyhexan-3-yl] (2E,4S,5R,6E,8S,9R,10E,12S,13S,14S,16S,18S)-13-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate

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 0ad2d4e2-c3c9-4195-8bfe-7bad8753e92f
Taxonomy Lipids and lipid-like molecules > Endocannabinoids
IUPAC Name [(2R,3R,4R,5R)-1,2,4,5,6-pentahydroxyhexan-3-yl] (2E,4S,5R,6E,8S,9R,10E,12S,13S,14S,16S,18S)-13-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H76O16/c1-12-21(2)13-22(3)14-27(8)40(59-43-39(54)38(53)37(52)33(57-43)20-56-30(11)46)28(9)16-25(6)34(49)23(4)15-24(5)35(50)26(7)17-29(10)42(55)58-41(32(48)19-45)36(51)31(47)18-44/h15-17,21-23,26-28,31-41,43-45,47-54H,12-14,18-20H2,1-11H3/b24-15+,25-16+,29-17+/t21-,22-,23-,26-,27-,28-,31+,32+,33+,34+,35-,36+,37+,38-,39-,40-,41+,43-/m0/s1
InChI Key QXZFFFUHJYIKMR-QOJORAGGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H76O16
Molecular Weight 849.10 g/mol
Exact Mass 848.51333633 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 25

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3R,4R,5R)-1,2,4,5,6-pentahydroxyhexan-3-yl] (2E,4S,5R,6E,8S,9R,10E,12S,13S,14S,16S,18S)-13-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4598 45.98%
Caco-2 - 0.8715 87.15%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7879 78.79%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8395 83.95%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8733 87.33%
P-glycoprotein inhibitior + 0.7133 71.33%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.6800 68.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8997 89.97%
CYP3A4 inhibition - 0.7492 74.92%
CYP2C9 inhibition - 0.8778 87.78%
CYP2C19 inhibition - 0.7938 79.38%
CYP2D6 inhibition - 0.9109 91.09%
CYP1A2 inhibition - 0.8579 85.79%
CYP2C8 inhibition + 0.5551 55.51%
CYP inhibitory promiscuity - 0.9607 96.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7528 75.28%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.7625 76.25%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.5491 54.91%
Human Ether-a-go-go-Related Gene inhibition + 0.6787 67.87%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4758 47.58%
Acute Oral Toxicity (c) III 0.6239 62.39%
Estrogen receptor binding + 0.8138 81.38%
Androgen receptor binding + 0.6017 60.17%
Thyroid receptor binding + 0.5473 54.73%
Glucocorticoid receptor binding + 0.7275 72.75%
Aromatase binding + 0.5850 58.50%
PPAR gamma + 0.7593 75.93%
Honey bee toxicity - 0.7274 72.74%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.8824 88.24%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.99% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.81% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.63% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.55% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 95.27% 97.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.13% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.85% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.54% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 90.48% 94.73%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.28% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 87.96% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 87.24% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.42% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.52% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.10% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.99% 99.23%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 81.82% 87.38%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.75% 89.34%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.38% 82.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.13% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163025956
LOTUS LTS0058897
wikiData Q105229973