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(11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxytetradecanoic acid

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 667d68c8-62bb-4af1-adcd-5b74ebf5bd6c
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxytetradecanoic acid
SMILES (Canonical) CCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2C(C(C(C(O2)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
SMILES (Isomeric) CCC[C@@H](CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)C)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
InChI InChI=1S/C44H78O24/c1-6-14-22(15-12-10-8-7-9-11-13-16-24(46)47)63-44-39(30(53)26(49)19(3)60-44)68-41-34(57)31(54)36(20(4)61-41)65-43-35(58)38(67-42-33(56)29(52)27(50)23(17-45)64-42)37(21(5)62-43)66-40-32(55)28(51)25(48)18(2)59-40/h18-23,25-45,48-58H,6-17H2,1-5H3,(H,46,47)/t18-,19+,20-,21-,22-,23+,25-,26-,27+,28+,29-,30-,31-,32+,33+,34+,35+,36-,37-,38-,39+,40-,41-,42-,43-,44-/m0/s1
InChI Key HASMQBOARDJZCP-ANJLPUGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H78O24
Molecular Weight 991.10 g/mol
Exact Mass 990.48830335 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -3.03
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxytetradecanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7343 73.43%
Caco-2 - 0.8697 86.97%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8303 83.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8645 86.45%
OATP1B3 inhibitior + 0.8610 86.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5102 51.02%
P-glycoprotein inhibitior + 0.7217 72.17%
P-glycoprotein substrate - 0.6226 62.26%
CYP3A4 substrate + 0.6432 64.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7210 72.10%
CYP2C9 inhibition - 0.8857 88.57%
CYP2C19 inhibition - 0.8691 86.91%
CYP2D6 inhibition - 0.9277 92.77%
CYP1A2 inhibition - 0.9024 90.24%
CYP2C8 inhibition - 0.7540 75.40%
CYP inhibitory promiscuity - 0.9555 95.55%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7486 74.86%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.8063 80.63%
Skin corrosion - 0.9672 96.72%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7979 79.79%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9205 92.05%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.6111 61.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8260 82.60%
Acute Oral Toxicity (c) III 0.6559 65.59%
Estrogen receptor binding + 0.8115 81.15%
Androgen receptor binding - 0.5199 51.99%
Thyroid receptor binding - 0.5145 51.45%
Glucocorticoid receptor binding + 0.6435 64.35%
Aromatase binding + 0.6803 68.03%
PPAR gamma + 0.7179 71.79%
Honey bee toxicity - 0.8074 80.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7260 72.60%

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 97.57% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.30% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.22% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 92.33% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.82% 93.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.55% 97.36%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 91.18% 97.86%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.79% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.40% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.63% 97.29%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.32% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.65% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 80.43% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.27% 86.33%

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.
Ipomoea quamoclit

Cross-Links

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PubChem 10056808
LOTUS LTS0227382
wikiData Q105025038