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[(2R)-1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (Z)-octadec-9-enoate

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 91d3e2ad-7a02-44ad-bc35-b2bd6132b9f6
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2R)-1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (Z)-octadec-9-enoate
SMILES (Canonical) CCCCCCCCC=CCCCCCCCC(=O)OC(COC1C(C(C(C(O1)CO)O)O)O)COC(=O)CCCCCCCC=CCC=CCC=CCC
SMILES (Isomeric) CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
InChI InChI=1S/C45H78O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,38-39,42-46,49-51H,3-4,6,8-10,12,14-16,21-37H2,1-2H3/b7-5-,13-11-,19-17-,20-18-/t38-,39+,42-,43-,44+,45+/m0/s1
InChI Key WKMUTMKVYCZMCR-GVPVRNJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H78O10
Molecular Weight 779.10 g/mol
Exact Mass 778.55949868 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 11.40
Atomic LogP (AlogP) 8.88
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 35

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R)-1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (Z)-octadec-9-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6567 65.67%
Caco-2 - 0.8411 84.11%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8740 87.40%
OATP2B1 inhibitior - 0.5745 57.45%
OATP1B1 inhibitior + 0.6926 69.26%
OATP1B3 inhibitior + 0.9102 91.02%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9643 96.43%
P-glycoprotein inhibitior + 0.7321 73.21%
P-glycoprotein substrate - 0.7139 71.39%
CYP3A4 substrate + 0.6298 62.98%
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 + 0.4516 45.16%
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 - 0.8952 89.52%
Skin irritation - 0.7855 78.55%
Skin corrosion - 0.9657 96.57%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7041 70.41%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7699 76.99%
skin sensitisation - 0.9162 91.62%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity - 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7757 77.57%
Acute Oral Toxicity (c) III 0.6059 60.59%
Estrogen receptor binding + 0.8091 80.91%
Androgen receptor binding - 0.6320 63.20%
Thyroid receptor binding - 0.5922 59.22%
Glucocorticoid receptor binding - 0.4941 49.41%
Aromatase binding - 0.4845 48.45%
PPAR gamma + 0.6021 60.21%
Honey bee toxicity - 0.8635 86.35%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.7258 72.58%
Fish aquatic toxicity + 0.9385 93.85%

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 99.15% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 97.10% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.96% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.04% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 95.76% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.91% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.79% 92.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.48% 96.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.92% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.56% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.17% 92.86%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.81% 83.00%
CHEMBL3401 O75469 Pregnane X receptor 85.68% 94.73%
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 83.41% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.50% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.28% 96.61%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.01% 92.32%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.23% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 80.18% 98.03%

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 162855535
LOTUS LTS0048596
wikiData Q105307482