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[(2~{S})-3-[(2~{R},3~{R},4~{S},5~{R},6~{R})-6-[[(2~{S},3~{R},4~{S},5~{R},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-2-[(6~{Z},9~{Z},12~{Z},15~{Z})-octadeca-6,9,12,15-tetraenoyl]oxy-propyl] (6~{Z},9~{Z},12~{Z},15~{Z})-octadeca-6,9,12,15-tetraenoate

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 91bc443c-9abb-4d90-9a6d-4f45e25af4c1
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > 3-O-beta-D-digalactosyl-sn-glycerols
IUPAC Name [(2S)-1-[(3Z,6Z,9Z,12Z,15Z)-octadeca-3,6,9,12,15-pentaenoyl]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]oxypropan-2-yl] (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H78O15/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/h5-8,11-14,17-20,23-26,29,31,39-41,44-52,55-60H,3-4,9-10,15-16,21-22,27-28,30,32-38H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-/t39-,40-,41-,44+,45+,46+,47+,48-,49-,50-,51+/m1/s1
InChI Key IXGDAVSSYHYPJX-GNQOIDSESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H78O15
Molecular Weight 931.20 g/mol
Exact Mass 930.53407178 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.59
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 33

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2~{S})-3-[(2~{R},3~{R},4~{S},5~{R},6~{R})-6-[[(2~{S},3~{R},4~{S},5~{R},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-2-[(6~{Z},9~{Z},12~{Z},15~{Z})-octadeca-6,9,12,15-tetraenoyl]oxy-propyl] (6~{Z},9~{Z},12~{Z},15~{Z})-octadeca-6,9,12,15-tetraenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8475 84.75%
Caco-2 - 0.8630 86.30%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8966 89.66%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.7251 72.51%
OATP1B3 inhibitior + 0.9128 91.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9842 98.42%
P-glycoprotein inhibitior + 0.7351 73.51%
P-glycoprotein substrate - 0.6676 66.76%
CYP3A4 substrate + 0.6428 64.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8842 88.42%
CYP3A4 inhibition - 0.8326 83.26%
CYP2C9 inhibition - 0.8990 89.90%
CYP2C19 inhibition - 0.8588 85.88%
CYP2D6 inhibition - 0.9202 92.02%
CYP1A2 inhibition - 0.9091 90.91%
CYP2C8 inhibition + 0.4652 46.52%
CYP inhibitory promiscuity - 0.9334 93.34%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7422 74.22%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.8328 83.28%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7976 79.76%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7449 74.49%
skin sensitisation - 0.9233 92.33%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity - 0.6111 61.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7419 74.19%
Acute Oral Toxicity (c) III 0.6501 65.01%
Estrogen receptor binding + 0.7934 79.34%
Androgen receptor binding - 0.6310 63.10%
Thyroid receptor binding + 0.5199 51.99%
Glucocorticoid receptor binding - 0.4887 48.87%
Aromatase binding - 0.5183 51.83%
PPAR gamma + 0.7124 71.24%
Honey bee toxicity - 0.8131 81.31%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8410 84.10%

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 98.14% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 94.17% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.67% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.38% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.38% 96.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 86.85% 92.32%
CHEMBL3401 O75469 Pregnane X receptor 86.72% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.49% 96.47%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.59% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.33% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 83.26% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.21% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.02% 94.33%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 80.75% 85.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.73% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10931024
LOTUS LTS0154576
wikiData Q105122136