PlantaeDB Logo
Login Sign-up

[(2S)-1-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

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 e72bb742-680b-436f-ada8-9df72b055dcb
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2S)-1-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)CO)O)O)O)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
InChI InChI=1S/C45H78O10/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(48)54-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)36-52-40(47)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,38-39,42-46,49-51H,3-10,12,14-16,19,21,23-25,27,29-37H2,1-2H3/b13-11-,18-17-,22-20-,28-26-/t38-,39-,42+,43+,44-,45-/m1/s1
InChI Key KHVXMSRSPDBNDB-VGWQXDTESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C45H78O10
Molecular Weight 779.10 g/mol
Exact Mass 778.55949868 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 11.60
Atomic LogP (AlogP) 8.88
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 35

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S)-1-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6567 65.67%
Caco-2 - 0.8521 85.21%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8740 87.40%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior - 0.3341 33.41%
OATP1B3 inhibitior + 0.9102 91.02%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9930 99.30%
P-glycoprotein inhibitior + 0.7315 73.15%
P-glycoprotein substrate - 0.7507 75.07%
CYP3A4 substrate + 0.6234 62.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8842 88.42%
CYP3A4 inhibition - 0.6198 61.98%
CYP2C9 inhibition - 0.9046 90.46%
CYP2C19 inhibition - 0.7268 72.68%
CYP2D6 inhibition - 0.9017 90.17%
CYP1A2 inhibition - 0.8597 85.97%
CYP2C8 inhibition - 0.5707 57.07%
CYP inhibitory promiscuity - 0.9510 95.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7649 76.49%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.7855 78.55%
Skin corrosion - 0.9657 96.57%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7824 78.24%
skin sensitisation - 0.9162 91.62%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7066 70.66%
Acute Oral Toxicity (c) III 0.6059 60.59%
Estrogen receptor binding + 0.7964 79.64%
Androgen receptor binding - 0.6412 64.12%
Thyroid receptor binding - 0.5990 59.90%
Glucocorticoid receptor binding - 0.5416 54.16%
Aromatase binding - 0.4908 49.08%
PPAR gamma + 0.6376 63.76%
Honey bee toxicity - 0.8684 86.84%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.7258 72.58%
Fish aquatic toxicity + 0.9385 93.85%

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 99.07% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 96.93% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.08% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 95.42% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.37% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.49% 92.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.48% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 89.17% 94.73%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.67% 97.29%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.76% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.35% 93.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.81% 83.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.20% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.71% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.25% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.19% 89.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.01% 92.32%
CHEMBL299 P17252 Protein kinase C alpha 81.78% 98.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.66% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.23% 86.33%

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 162860370
LOTUS LTS0067698
wikiData Q105141355