1-(9Z,12Z,15Z)-octadecatrienoyl-2-(7Z,10Z,13Z)-hexadecatrienoyl-3-(beta-D-galactosyl)-sn-glycerol

Details

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Internal ID 04a6b295-41da-4fb7-ada9-01ac0d9f86d9
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2S)-2-[(7Z,10Z,13Z)-hexadeca-7,10,13-trienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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)CO)O)O)O)OC(=O)CCCCCC=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)CO)O)O)O)OC(=O)CCCCC/C=C\C/C=C\C/C=C\CC
InChI InChI=1S/C43H70O10/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(45)50-34-36(35-51-43-42(49)41(48)40(47)37(33-44)53-43)52-39(46)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h5-8,11-14,17-19,22,36-37,40-44,47-49H,3-4,9-10,15-16,20-21,23-35H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,18-17-,22-19-/t36-,37-,40+,41+,42-,43-/m1/s1
InChI Key ZRLAOEYZSKXGSL-RZRNQMRLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H70O10
Molecular Weight 747.00 g/mol
Exact Mass 746.49689843 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 8.90
Atomic LogP (AlogP) 7.66
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 31

Synonyms

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CHEBI:90552
18:3-16:3-MGDG
1-18:3-2-16:3-monogalactosyldiacylglycerol
Q27162611
Monogalactosyldiacylglycerol (18:3(9Z,12Z,15Z)/16:3(7Z,10Z,13Z))
(2S)-3-(beta-D-galactopyranosyloxy)-2-{[(7Z,10Z,13Z)-hexadeca-7,10,13-trienoyl]oxy}propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
1-(9Z,12Z,15Z)-octadecatrienoyl-2-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-(beta-D-galactosyl)-sn-glycerol

2D Structure

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2D Structure of 1-(9Z,12Z,15Z)-octadecatrienoyl-2-(7Z,10Z,13Z)-hexadecatrienoyl-3-(beta-D-galactosyl)-sn-glycerol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8101 81.01%
Caco-2 - 0.8429 84.29%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.9009 90.09%
OATP2B1 inhibitior - 0.5760 57.60%
OATP1B1 inhibitior + 0.7272 72.72%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9902 99.02%
P-glycoprotein inhibitior + 0.7397 73.97%
P-glycoprotein substrate - 0.7649 76.49%
CYP3A4 substrate + 0.6178 61.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8842 88.42%
CYP3A4 inhibition - 0.8445 84.45%
CYP2C9 inhibition - 0.9017 90.17%
CYP2C19 inhibition - 0.7957 79.57%
CYP2D6 inhibition - 0.9029 90.29%
CYP1A2 inhibition - 0.8928 89.28%
CYP2C8 inhibition - 0.6241 62.41%
CYP inhibitory promiscuity - 0.9532 95.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7727 77.27%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9029 90.29%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9672 96.72%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7773 77.73%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7699 76.99%
skin sensitisation - 0.9097 90.97%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity - 0.6667 66.67%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8297 82.97%
Acute Oral Toxicity (c) III 0.6501 65.01%
Estrogen receptor binding + 0.8111 81.11%
Androgen receptor binding - 0.6570 65.70%
Thyroid receptor binding - 0.5774 57.74%
Glucocorticoid receptor binding - 0.5185 51.85%
Aromatase binding - 0.5221 52.21%
PPAR gamma + 0.6295 62.95%
Honey bee toxicity - 0.8322 83.22%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.5424 54.24%
Fish aquatic toxicity + 0.7667 76.67%

Targets

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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 98.58% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 94.32% 92.50%
CHEMBL2581 P07339 Cathepsin D 93.34% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.83% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.48% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 88.42% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 84.86% 94.73%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 84.27% 85.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.27% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.04% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.64% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.53% 96.47%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.49% 92.32%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.17% 93.56%

Plants that contains it

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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.
Arabidopsis thaliana

Cross-Links

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PubChem 90659307
LOTUS LTS0250610
wikiData Q27162611