PlantaeDB Logo
Login Sign-up

[(2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[3-(4-hydroxyphenyl)propanoylamino]methyl]oxan-2-yl]oxypropyl] (9Z,12Z,15Z)-octadeca-9,12,15-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 82a86607-2bb5-4c15-b975-a3aea22b2504
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[3-(4-hydroxyphenyl)propanoylamino]methyl]oxan-2-yl]oxypropyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
SMILES (Canonical) CCC=CCC=CCC=CCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)CNC(=O)CCC2=CC=C(C=C2)O)O)O)O)OC(=O)CCCCCCCC=CCC=CCC=CCC
SMILES (Isomeric) CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CNC(=O)CCC2=CC=C(C=C2)O)O)O)O)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
InChI InChI=1S/C54H83NO11/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-49(58)63-42-46(65-50(59)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)43-64-54-53(62)52(61)51(60)47(66-54)41-55-48(57)40-37-44-35-38-45(56)39-36-44/h5-8,11-14,17-20,35-36,38-39,46-47,51-54,56,60-62H,3-4,9-10,15-16,21-34,37,40-43H2,1-2H3,(H,55,57)/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-/t46-,47-,51-,52+,53-,54-/m1/s1
InChI Key MXHQMADMQRFPEW-ISEUJOIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C54H83NO11
Molecular Weight 922.20 g/mol
Exact Mass 921.59661246 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 11.50
Atomic LogP (AlogP) 9.90
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 37

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[3-(4-hydroxyphenyl)propanoylamino]methyl]oxan-2-yl]oxypropyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6383 63.83%
Caco-2 - 0.8578 85.78%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7918 79.18%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.7596 75.96%
OATP1B3 inhibitior + 0.9327 93.27%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9644 96.44%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate + 0.6232 62.32%
CYP3A4 substrate + 0.6887 68.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8621 86.21%
CYP3A4 inhibition - 0.6753 67.53%
CYP2C9 inhibition - 0.9173 91.73%
CYP2C19 inhibition - 0.8559 85.59%
CYP2D6 inhibition - 0.7700 77.00%
CYP1A2 inhibition - 0.8698 86.98%
CYP2C8 inhibition + 0.7771 77.71%
CYP inhibitory promiscuity - 0.7585 75.85%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6559 65.59%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.7814 78.14%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6846 68.46%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8809 88.09%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9374 93.74%
Acute Oral Toxicity (c) III 0.7281 72.81%
Estrogen receptor binding + 0.7856 78.56%
Androgen receptor binding + 0.5499 54.99%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6120 61.20%
Aromatase binding + 0.5184 51.84%
PPAR gamma + 0.6959 69.59%
Honey bee toxicity - 0.7435 74.35%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6624 66.24%
Fish aquatic toxicity + 0.7065 70.65%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 99.34% 99.17%
CHEMBL2581 P07339 Cathepsin D 98.95% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.93% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.20% 95.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.13% 97.21%
CHEMBL5255 O00206 Toll-like receptor 4 91.74% 92.50%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.70% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 91.04% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.69% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.97% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.19% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.84% 94.00%
CHEMBL3891 P07384 Calpain 1 85.32% 93.04%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.39% 95.64%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.01% 94.33%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 83.87% 96.67%
CHEMBL2514 O95665 Neurotensin receptor 2 83.81% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.02% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.73% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.64% 94.80%

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.
Klasea centauroides subsp. strangulata

Cross-Links

Top
PubChem 162866637
LOTUS LTS0194975
wikiData Q105174145