Sulfoquinovosyl diglyceride

Details

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Internal ID c25143d7-a982-46cf-bb4d-fdbb02cc2814
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols > Sulfoquinovosyldiacylglycerols
IUPAC Name [(2S,3S,4S,5R,6S)-6-[2-hexadecanoyloxy-3-[(5E,8E,11E,14E,17E)-icosa-5,8,11,14,17-pentaenoyl]oxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC(COC1C(C(C(C(O1)CS(=O)(=O)O)O)O)O)COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC(CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CS(=O)(=O)O)O)O)O)COC(=O)CCC/C=C/C/C=C/C/C=C/C/C=C/C/C=C/CC
InChI InChI=1S/C45H76O12S/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(46)54-35-38(36-55-45-44(50)43(49)42(48)39(57-45)37-58(51,52)53)56-41(47)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20,22,25,27,38-39,42-45,48-50H,3-4,6,8-10,12,14-16,19,21,23-24,26,28-37H2,1-2H3,(H,51,52,53)/b7-5+,13-11+,18-17+,22-20+,27-25+/t38?,39-,42-,43+,44-,45+/m1/s1
InChI Key IIDPUWZBYVLQEU-GMJMQRIKSA-N
Popularity 102 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O12S
Molecular Weight 841.10 g/mol
Exact Mass 840.50574903 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP 10.00
Atomic LogP (AlogP) 8.56
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 35

Synonyms

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Sulfoquinovosyl diglyceride
Diacylsulfoquinovosyl glyceride
6-Sulfoquinovosyldiacylglycerol
6-Sulfoquinovosyl-diacylglycerol
KM 043
CVV2LM2MRQ
UNII-CVV2LM2MRQ
207976-87-2
KM043
DTXSID30174884

2D Structure

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2D Structure of Sulfoquinovosyl diglyceride

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6074 60.74%
Caco-2 - 0.8555 85.55%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5690 56.90%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.7424 74.24%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9881 98.81%
P-glycoprotein inhibitior + 0.7370 73.70%
P-glycoprotein substrate - 0.6231 62.31%
CYP3A4 substrate + 0.6469 64.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition - 0.8910 89.10%
CYP2C9 inhibition - 0.7978 79.78%
CYP2C19 inhibition - 0.7322 73.22%
CYP2D6 inhibition - 0.8772 87.72%
CYP1A2 inhibition - 0.7700 77.00%
CYP2C8 inhibition + 0.4862 48.62%
CYP inhibitory promiscuity - 0.9726 97.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) + 0.5100 51.00%
Carcinogenicity (trinary) Non-required 0.6602 66.02%
Eye corrosion - 0.9606 96.06%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.7598 75.98%
Skin corrosion - 0.8631 86.31%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8165 81.65%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.7532 75.32%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity - 0.5889 58.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8058 80.58%
Acute Oral Toxicity (c) III 0.6501 65.01%
Estrogen receptor binding + 0.8138 81.38%
Androgen receptor binding - 0.5764 57.64%
Thyroid receptor binding - 0.5804 58.04%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6483 64.83%
Honey bee toxicity - 0.8415 84.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7078 70.78%
Fish aquatic toxicity + 0.9842 98.42%

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 97.77% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.21% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 95.66% 92.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 94.35% 85.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.97% 96.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.20% 92.08%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.73% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 90.00% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.99% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.96% 92.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.96% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.29% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.94% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.81% 83.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.72% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.15% 97.36%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.92% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.67% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.24% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.55% 95.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.50% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.47% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.10% 96.61%

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.
Aloe vera

Cross-Links

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PubChem 56842030
LOTUS LTS0009878
wikiData Q83045040