PlantaeDB Logo
Login Sign-up

(2S)-1-(octadecanoyloxy)-3-{[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl 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

Top
Internal ID bdb82fb2-afd5-4df2-bb06-1ad70f2a57a2
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
IUPAC Name [(2S)-2-octadecanoyloxy-3-[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,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)CCCCCCCCCCCCCCCCC
SMILES (Isomeric) CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@@H](C(O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCCCCCCCCCCCC
InChI InChI=1S/C51H96O15/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/h39-41,44-52,55-60H,3-38H2,1-2H3/t39-,40-,41?,44-,45-,46+,47+,48-,49-,50-,51-/m1/s1
InChI Key LDQFLSUQYHBXSX-HPPMYKKZSA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C51H96O15
Molecular Weight 949.30 g/mol
Exact Mass 948.67492235 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 12.50
Atomic LogP (AlogP) 7.61
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 42

Synonyms

Top
(2S)-1-(octadecanoyloxy)-3-{[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate
Digalactosyl diacyl glycerol
CHEBI:184916
1,2-Dioctadecanoyl-3-(GlcB1-6GlcB1)-sn-glycerol
[(2S)-1-octadecanoyloxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropan-2-yl] octadecanoate
[(2S)-1-octadecanoyloxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropan-2-yl] octadecanoic acid
[(2S)-2-octadecanoyloxy-3-[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadecanoate
[1-(octadecanoyloxymethyl)-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-ethyl] octadecanoate
[1-(octadecanoyloxymethyl)-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-ethyl] octadecanoic acid

2D Structure

Top
2D Structure of (2S)-1-(octadecanoyloxy)-3-{[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7932 79.32%
Caco-2 - 0.8593 85.93%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8721 87.21%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.8342 83.42%
OATP1B3 inhibitior + 0.8887 88.87%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8588 85.88%
P-glycoprotein inhibitior + 0.6955 69.55%
P-glycoprotein substrate - 0.7632 76.32%
CYP3A4 substrate + 0.5961 59.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.7078 70.78%
CYP2C9 inhibition - 0.8872 88.72%
CYP2C19 inhibition - 0.8373 83.73%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition - 0.8890 88.90%
CYP2C8 inhibition - 0.7145 71.45%
CYP inhibitory promiscuity - 0.9559 95.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7419 74.19%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8889 88.89%
Skin irritation - 0.8301 83.01%
Skin corrosion - 0.9648 96.48%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3981 39.81%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6574 65.74%
skin sensitisation - 0.9450 94.50%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity - 0.7000 70.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.5104 51.04%
Acute Oral Toxicity (c) III 0.5933 59.33%
Estrogen receptor binding + 0.7778 77.78%
Androgen receptor binding - 0.6690 66.90%
Thyroid receptor binding - 0.6279 62.79%
Glucocorticoid receptor binding - 0.6200 62.00%
Aromatase binding + 0.5785 57.85%
PPAR gamma + 0.6153 61.53%
Honey bee toxicity - 0.8755 87.55%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6684 66.84%
Fish aquatic toxicity + 0.9134 91.34%

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 97.58% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 96.58% 92.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 96.07% 85.94%
CHEMBL2581 P07339 Cathepsin D 93.81% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 93.08% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.26% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.73% 97.29%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.23% 83.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.14% 95.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.93% 92.86%
CHEMBL3401 O75469 Pregnane X receptor 87.07% 94.73%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.02% 92.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.63% 97.25%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.38% 82.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.71% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.38% 96.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.25% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.93% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.50% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.38% 96.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.34% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.65% 93.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.10% 92.32%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.61% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.03% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.37% 91.19%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.33% 91.81%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.26% 97.09%

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.
Arabidopsis thaliana
Geum reptans
Hippophae rhamnoides

Cross-Links

Top
PubChem 53480668
NPASS NPC121719
LOTUS LTS0037048
wikiData Q104253025