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(3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadecan-2-yl]-15-methylhexadecanamide

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 76aecce4-c4cb-4919-92ef-f4f377330f4c
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadecan-2-yl]-15-methylhexadecanamide
SMILES (Canonical) CC(C)CCCCCCCCCCCC(CC(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(CCCCCCCCCCCC(C)C)O)O
SMILES (Isomeric) CC(C)CCCCCCCCCCC[C@H](CC(=O)N[C@@H](CO[C@H]1C(C([C@H](C(O1)CO)O)O)O)[C@@H](CCCCCCCCCCCC(C)C)O)O
InChI InChI=1S/C40H79NO9/c1-30(2)23-19-15-11-7-5-9-13-17-21-25-32(43)27-36(45)41-33(29-49-40-39(48)38(47)37(46)35(28-42)50-40)34(44)26-22-18-14-10-6-8-12-16-20-24-31(3)4/h30-35,37-40,42-44,46-48H,5-29H2,1-4H3,(H,41,45)/t32-,33+,34-,35?,37+,38?,39?,40-/m1/s1
InChI Key TVSWUEMHNUKUAZ-FQMLERHQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H79NO9
Molecular Weight 718.10 g/mol
Exact Mass 717.57548310 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 9.90
Atomic LogP (AlogP) 6.29
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 32

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadecan-2-yl]-15-methylhexadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7419 74.19%
Caco-2 - 0.8514 85.14%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8201 82.01%
OATP2B1 inhibitior - 0.5635 56.35%
OATP1B1 inhibitior + 0.8980 89.80%
OATP1B3 inhibitior + 0.9129 91.29%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7081 70.81%
P-glycoprotein inhibitior + 0.6590 65.90%
P-glycoprotein substrate - 0.6286 62.86%
CYP3A4 substrate + 0.6394 63.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.7986 79.86%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9321 93.21%
CYP2D6 inhibition - 0.9021 90.21%
CYP1A2 inhibition - 0.9410 94.10%
CYP2C8 inhibition - 0.8817 88.17%
CYP inhibitory promiscuity - 0.9369 93.69%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6876 68.76%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.7952 79.52%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6881 68.81%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8782 87.82%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5124 51.24%
Acute Oral Toxicity (c) III 0.6535 65.35%
Estrogen receptor binding + 0.7597 75.97%
Androgen receptor binding - 0.5486 54.86%
Thyroid receptor binding - 0.5428 54.28%
Glucocorticoid receptor binding - 0.5824 58.24%
Aromatase binding + 0.6640 66.40%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.8237 82.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7107 71.07%
Fish aquatic toxicity - 0.6355 63.55%

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 97.81% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.60% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.32% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.76% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.61% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.44% 96.47%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.99% 98.05%
CHEMBL3401 O75469 Pregnane X receptor 89.69% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 88.44% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.16% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.98% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.93% 93.56%
CHEMBL220 P22303 Acetylcholinesterase 86.89% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.38% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.06% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.04% 85.31%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.78% 94.33%
CHEMBL2514 O95665 Neurotensin receptor 2 83.49% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.44% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.39% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.09% 95.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.52% 82.50%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.97% 100.00%
CHEMBL3776 Q14790 Caspase-8 80.72% 97.06%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.43% 90.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.43% 98.75%

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 145720643
LOTUS LTS0021337
wikiData Q105265534