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[(2R)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]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

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Internal ID 20134ae3-d3ce-4582-a5bf-b786c828cf05
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2R)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)COC(=O)CCCCCCCC=CCC=CCC=CCC
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)O[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
InChI InChI=1S/C49H86O15/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-40(51)59-34-37(62-41(52)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)35-60-48-47(58)45(56)43(54)39(64-48)36-61-49-46(57)44(55)42(53)38(33-50)63-49/h5,7,11,13,17-18,37-39,42-50,53-58H,3-4,6,8-10,12,14-16,19-36H2,1-2H3/b7-5-,13-11-,18-17-/t37-,38+,39+,42-,43-,44-,45-,46+,47+,48+,49-/m0/s1
InChI Key IJEZFJFCQWYKEM-ITLSJTBUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H86O15
Molecular Weight 915.20 g/mol
Exact Mass 914.59667203 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 9.10
Atomic LogP (AlogP) 6.15
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 37

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7132 71.32%
Caco-2 - 0.8617 86.17%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8693 86.93%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.7061 70.61%
OATP1B3 inhibitior + 0.8729 87.29%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9680 96.80%
P-glycoprotein inhibitior + 0.7151 71.51%
P-glycoprotein substrate - 0.6482 64.82%
CYP3A4 substrate + 0.6478 64.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8842 88.42%
CYP3A4 inhibition - 0.6581 65.81%
CYP2C9 inhibition - 0.9063 90.63%
CYP2C19 inhibition - 0.8214 82.14%
CYP2D6 inhibition - 0.9174 91.74%
CYP1A2 inhibition - 0.8886 88.86%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9371 93.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7486 74.86%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.7817 78.17%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7697 76.97%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7574 75.74%
skin sensitisation - 0.9343 93.43%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity - 0.6667 66.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7660 76.60%
Acute Oral Toxicity (c) III 0.6197 61.97%
Estrogen receptor binding + 0.8102 81.02%
Androgen receptor binding - 0.6040 60.40%
Thyroid receptor binding - 0.5497 54.97%
Glucocorticoid receptor binding - 0.4870 48.70%
Aromatase binding + 0.5522 55.22%
PPAR gamma + 0.6610 66.10%
Honey bee toxicity - 0.8499 84.99%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.7258 72.58%
Fish aquatic toxicity + 0.9599 95.99%

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 99.12% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 97.25% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 96.35% 92.50%
CHEMBL2581 P07339 Cathepsin D 95.94% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.07% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.80% 92.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.30% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.13% 83.00%
CHEMBL3401 O75469 Pregnane X receptor 86.83% 94.73%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.27% 97.29%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.97% 92.32%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.57% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.15% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.07% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.71% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.87% 96.61%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.64% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.44% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.29% 96.47%
CHEMBL221 P23219 Cyclooxygenase-1 83.03% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.31% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.23% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.76% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 80.41% 98.03%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.14% 94.80%

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.
Capsicum annuum

Cross-Links

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PubChem 162845408
LOTUS LTS0232554
wikiData Q105113922