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[(2S)-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxy-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] octadecanoate

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 86299c37-6706-4cb4-8c1d-5096ea4a8ef5
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2S)-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxy-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] octadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCCC=CCC=CCCCCC
SMILES (Isomeric) CCCCCCCCCCCCCCCCCC(=O)OC[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)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
InChI InChI=1S/C51H92O15/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(53)61-36-39(64-43(54)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-62-50-49(60)47(58)45(56)41(66-50)38-63-51-48(59)46(57)44(55)40(35-52)65-51/h12,14,18,20,39-41,44-52,55-60H,3-11,13,15-17,19,21-38H2,1-2H3/b14-12-,20-18-/t39-,40-,41-,44+,45+,46+,47+,48-,49-,50-,51+/m1/s1
InChI Key LPBAMPCYPXNOQL-BXYBPTQGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H92O15
Molecular Weight 945.30 g/mol
Exact Mass 944.64362222 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 10.80
Atomic LogP (AlogP) 7.16
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 40

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S)-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxy-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] octadecanoate

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 - 0.8593 85.93%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8693 86.93%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.6989 69.89%
OATP1B3 inhibitior + 0.8729 87.29%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9307 93.07%
P-glycoprotein inhibitior + 0.7207 72.07%
P-glycoprotein substrate - 0.7039 70.39%
CYP3A4 substrate + 0.6358 63.58%
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 + 0.4608 46.08%
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 - 0.8999 89.99%
Skin irritation - 0.7817 78.17%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6868 68.68%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7699 76.99%
skin sensitisation - 0.9343 93.43%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity - 0.6667 66.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.6930 69.30%
Acute Oral Toxicity (c) III 0.6197 61.97%
Estrogen receptor binding + 0.8138 81.38%
Androgen receptor binding - 0.6261 62.61%
Thyroid receptor binding - 0.5680 56.80%
Glucocorticoid receptor binding - 0.4862 48.62%
Aromatase binding + 0.5634 56.34%
PPAR gamma + 0.6632 66.32%
Honey bee toxicity - 0.8618 86.18%
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 99.04% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 97.09% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 96.07% 92.50%
CHEMBL2581 P07339 Cathepsin D 95.98% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.39% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.80% 92.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.30% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 89.26% 94.73%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.13% 83.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.18% 92.86%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.97% 92.32%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.92% 97.29%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.07% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.92% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.71% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.65% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.81% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.57% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.77% 96.47%
CHEMBL299 P17252 Protein kinase C alpha 82.18% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.76% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 81.17% 90.17%

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.
Arisaema amurense
Lycium barbarum

Cross-Links

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PubChem 10701056
LOTUS LTS0013500
wikiData Q105155012