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[(1R,14R,16R,18R,19R,20S)-14-hexyl-19-hydroxy-18-(hydroxymethyl)-3-oxo-2,15,17-trioxabicyclo[14.4.0]icosan-20-yl] acetate

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 20471cee-bd36-488f-850e-0c0f1e0f57cb
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(1R,14R,16R,18R,19R,20S)-14-hexyl-19-hydroxy-18-(hydroxymethyl)-3-oxo-2,15,17-trioxabicyclo[14.4.0]icosan-20-yl] acetate
SMILES (Canonical) CCCCCCC1CCCCCCCCCCC(=O)OC2C(C(C(OC2O1)CO)O)OC(=O)C
SMILES (Isomeric) CCCCCC[C@@H]1CCCCCCCCCCC(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O1)CO)O)OC(=O)C
InChI InChI=1S/C26H46O8/c1-3-4-5-12-15-20-16-13-10-8-6-7-9-11-14-17-22(29)34-25-24(31-19(2)28)23(30)21(18-27)33-26(25)32-20/h20-21,23-27,30H,3-18H2,1-2H3/t20-,21-,23-,24+,25-,26-/m1/s1
InChI Key XHFFGJGMFWIQPB-KLFQKHBESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H46O8
Molecular Weight 486.60 g/mol
Exact Mass 486.31926842 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 6.10
Atomic LogP (AlogP) 4.18
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,14R,16R,18R,19R,20S)-14-hexyl-19-hydroxy-18-(hydroxymethyl)-3-oxo-2,15,17-trioxabicyclo[14.4.0]icosan-20-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6467 64.67%
Caco-2 - 0.6920 69.20%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8247 82.47%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8084 80.84%
OATP1B3 inhibitior + 0.9014 90.14%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.5966 59.66%
P-glycoprotein inhibitior - 0.5533 55.33%
P-glycoprotein substrate - 0.6289 62.89%
CYP3A4 substrate + 0.6435 64.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.7565 75.65%
CYP2C9 inhibition - 0.9342 93.42%
CYP2C19 inhibition - 0.8623 86.23%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.8963 89.63%
CYP2C8 inhibition - 0.6516 65.16%
CYP inhibitory promiscuity - 0.9741 97.41%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7616 76.16%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8776 87.76%
Skin irritation - 0.8166 81.66%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.7878 78.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5692 56.92%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5271 52.71%
skin sensitisation - 0.9261 92.61%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity - 0.7111 71.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.4915 49.15%
Acute Oral Toxicity (c) III 0.6449 64.49%
Estrogen receptor binding + 0.6208 62.08%
Androgen receptor binding - 0.5714 57.14%
Thyroid receptor binding - 0.6077 60.77%
Glucocorticoid receptor binding - 0.5636 56.36%
Aromatase binding - 0.5446 54.46%
PPAR gamma + 0.5521 55.21%
Honey bee toxicity - 0.8858 88.58%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6529 65.29%
Fish aquatic toxicity + 0.8430 84.30%

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
CHEMBL2581 P07339 Cathepsin D 98.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.06% 96.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 94.91% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.59% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 91.91% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 91.70% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.95% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.85% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.24% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 88.57% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.43% 95.50%
CHEMBL4072 P07858 Cathepsin B 87.82% 93.67%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 86.91% 91.81%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.46% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.39% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.16% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.50% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.07% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.80% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.60% 90.08%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 81.90% 90.24%
CHEMBL1977 P11473 Vitamin D receptor 81.76% 99.43%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.30% 96.37%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.26% 97.29%
CHEMBL2514 O95665 Neurotensin receptor 2 80.31% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.23% 93.00%

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.
Carlina vulgaris
Silene gallica

Cross-Links

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PubChem 101519836
LOTUS LTS0034909
wikiData Q105167945