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2-[18-[(2S,3S,4S,5R)-5-[(2R,5S)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6-tetrahydroxyhexanoyl]oxy-2-oxononadecyl]-6-hydroxybenzoic 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 a908a211-0ddd-4f2d-9764-e5b0fbc3b9da
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name 2-[18-[(2S,3S,4S,5R)-5-[(2R,5S)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6-tetrahydroxyhexanoyl]oxy-2-oxononadecyl]-6-hydroxybenzoic acid
SMILES (Canonical) CC(CCCCCCCCCCCCCCCC(=O)CC1=C(C(=CC=C1)O)C(=O)O)OC(=O)C(C(C(C(CO)OC2C(C(C(C(O2)CO)O)O)OC(=O)C)O)O)O
SMILES (Isomeric) CC(CCCCCCCCCCCCCCCC(=O)CC1=C(C(=CC=C1)O)C(=O)O)OC(=O)[C@H]([C@H]([C@@H]([C@@H](CO)O[C@H]2C(C([C@@H](C(O2)CO)O)O)OC(=O)C)O)O)O
InChI InChI=1S/C40H64O17/c1-24(54-39(53)36(50)34(48)32(46)29(22-41)56-40-37(55-25(2)43)35(49)33(47)30(23-42)57-40)17-14-12-10-8-6-4-3-5-7-9-11-13-15-19-27(44)21-26-18-16-20-28(45)31(26)38(51)52/h16,18,20,24,29-30,32-37,40-42,45-50H,3-15,17,19,21-23H2,1-2H3,(H,51,52)/t24?,29-,30?,32-,33-,34+,35?,36+,37?,40-/m1/s1
InChI Key PPTNCWGNQQEDMY-FCENZCCRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H64O17
Molecular Weight 816.90 g/mol
Exact Mass 816.41435057 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 29

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[18-[(2S,3S,4S,5R)-5-[(2R,5S)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6-tetrahydroxyhexanoyl]oxy-2-oxononadecyl]-6-hydroxybenzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6304 63.04%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8686 86.86%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior + 0.8774 87.74%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6455 64.55%
P-glycoprotein inhibitior + 0.7188 71.88%
P-glycoprotein substrate + 0.5952 59.52%
CYP3A4 substrate + 0.6836 68.36%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition - 0.6158 61.58%
CYP2C9 inhibition - 0.7754 77.54%
CYP2C19 inhibition - 0.7523 75.23%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition - 0.6181 61.81%
CYP2C8 inhibition + 0.5602 56.02%
CYP inhibitory promiscuity - 0.9149 91.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7586 75.86%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.8227 82.27%
Skin corrosion - 0.9637 96.37%
Ames mutagenesis - 0.6123 61.23%
Human Ether-a-go-go-Related Gene inhibition + 0.7035 70.35%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6823 68.23%
skin sensitisation - 0.8811 88.11%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity - 0.5444 54.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.5582 55.82%
Acute Oral Toxicity (c) III 0.6318 63.18%
Estrogen receptor binding + 0.8151 81.51%
Androgen receptor binding + 0.5845 58.45%
Thyroid receptor binding - 0.5599 55.99%
Glucocorticoid receptor binding + 0.6493 64.93%
Aromatase binding + 0.6726 67.26%
PPAR gamma + 0.6575 65.75%
Honey bee toxicity - 0.7489 74.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7076 70.76%
Fish aquatic toxicity + 0.9754 97.54%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.77% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 97.13% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.81% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 94.60% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.35% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.64% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 90.70% 97.79%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.31% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.09% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.59% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.34% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.42% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.48% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.96% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.84% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.19% 91.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.78% 90.08%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.70% 97.29%
CHEMBL5028 O14672 ADAM10 80.52% 97.50%

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 139583503
LOTUS LTS0143725
wikiData Q75063291