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[(2R,4R,5S,6R)-3,3,4,5-tetrahydroxy-2-propoxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-4-yl] (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 4e1587f8-f831-4437-be89-4965ba300300
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(2R,4R,5S,6R)-3,3,4,5-tetrahydroxy-2-propoxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-4-yl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H56O14/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(35)47-33(42)29(39)24(46-31(32(33,40)41)43-20-4-2)22-44-30-28(38)27(37)26(36)23(21-34)45-30/h5-6,8-9,11-12,23-24,26-31,34,36-42H,3-4,7,10,13-22H2,1-2H3/b6-5-,9-8-,12-11-/t23-,24-,26+,27+,28+,29+,30+,31-,33-/m1/s1
InChI Key JWMITOKTALGFJL-QQNQLOICSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C33H56O14
Molecular Weight 676.80 g/mol
Exact Mass 676.36700646 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 21

Synonyms

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3'-O-Linolenoylglyceryl 6-O-galactopyranosyl-galactopyranoside
beta-D-Galactopyranoside, 2-hydroxy-3-((1-oxo-9,12,15-octadecatrienyl)oxy)propyl 6-O-alpha-D-galactopyranosyl-, (S-(Z,Z,Z))-
E88964

2D Structure

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2D Structure of [(2R,4R,5S,6R)-3,3,4,5-tetrahydroxy-2-propoxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-4-yl] (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 - 0.8560 85.60%
Caco-2 - 0.8608 86.08%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8540 85.40%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.7654 76.54%
OATP1B3 inhibitior + 0.8966 89.66%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8714 87.14%
P-glycoprotein inhibitior + 0.6694 66.94%
P-glycoprotein substrate - 0.5945 59.45%
CYP3A4 substrate + 0.6611 66.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8754 87.54%
CYP3A4 inhibition - 0.8911 89.11%
CYP2C9 inhibition - 0.8894 88.94%
CYP2C19 inhibition - 0.8282 82.82%
CYP2D6 inhibition - 0.9208 92.08%
CYP1A2 inhibition - 0.8935 89.35%
CYP2C8 inhibition + 0.5451 54.51%
CYP inhibitory promiscuity - 0.9213 92.13%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7066 70.66%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.8011 80.11%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7023 70.23%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8988 89.88%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.6978 69.78%
Acute Oral Toxicity (c) III 0.6365 63.65%
Estrogen receptor binding + 0.8086 80.86%
Androgen receptor binding + 0.5382 53.82%
Thyroid receptor binding - 0.5427 54.27%
Glucocorticoid receptor binding + 0.6010 60.10%
Aromatase binding + 0.5950 59.50%
PPAR gamma + 0.6249 62.49%
Honey bee toxicity - 0.8770 87.70%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6240 62.40%
Fish aquatic toxicity + 0.8851 88.51%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.00% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.05% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 91.86% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.31% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.74% 90.17%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.39% 92.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.92% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.88% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.50% 89.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 84.28% 92.32%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.03% 96.90%
CHEMBL230 P35354 Cyclooxygenase-2 83.68% 89.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.67% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.47% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.26% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.22% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.18% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.07% 95.50%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.04% 80.33%

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.
Premna microphylla
Zingiber officinale

Cross-Links

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PubChem 6450152
LOTUS LTS0174462
wikiData Q105136222