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(3R)-N-[(2E)-2-[(7aR)-3-oxo-5,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl]-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexadecanamide

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 7999dd0d-4854-4df2-aeeb-3d41f1f00e77
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (3R)-N-[(2E)-2-[(7aR)-3-oxo-5,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl]-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexadecanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H50N2O9/c1-3-4-5-6-7-8-9-10-11-12-13-15-21(40-29-28(37)27(36)26(35)20(2)39-29)18-24(33)31-25(34)19-23-22-16-14-17-32(22)30(38)41-23/h19-22,26-29,35-37H,3-18H2,1-2H3,(H,31,33,34)/b23-19+/t20-,21-,22-,26+,27+,28-,29+/m1/s1
InChI Key ACEGJCGROBMIPR-AFDCJPRXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50N2O9
Molecular Weight 582.70 g/mol
Exact Mass 582.35163118 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-N-[(2E)-2-[(7aR)-3-oxo-5,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl]-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7272 72.72%
Caco-2 - 0.8581 85.81%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5825 58.25%
OATP2B1 inhibitior - 0.5641 56.41%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.9252 92.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7975 79.75%
P-glycoprotein inhibitior + 0.6379 63.79%
P-glycoprotein substrate + 0.6532 65.32%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8727 87.27%
CYP3A4 inhibition - 0.8350 83.50%
CYP2C9 inhibition - 0.8968 89.68%
CYP2C19 inhibition - 0.8595 85.95%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.8642 86.42%
CYP2C8 inhibition + 0.4500 45.00%
CYP inhibitory promiscuity - 0.9215 92.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5338 53.38%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.7657 76.57%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6493 64.93%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.6070 60.70%
skin sensitisation - 0.8678 86.78%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4936 49.36%
Acute Oral Toxicity (c) III 0.5992 59.92%
Estrogen receptor binding + 0.6766 67.66%
Androgen receptor binding + 0.6873 68.73%
Thyroid receptor binding - 0.6502 65.02%
Glucocorticoid receptor binding - 0.4850 48.50%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5960 59.60%
Honey bee toxicity - 0.8656 86.56%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6790 67.90%
Fish aquatic toxicity + 0.9275 92.75%

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 99.52% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.53% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.09% 91.11%
CHEMBL4588 P22894 Matrix metalloproteinase 8 92.82% 94.66%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.00% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 91.29% 92.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.68% 90.71%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 90.15% 91.81%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.66% 89.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.91% 92.86%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.82% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.28% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.75% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.23% 95.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.16% 82.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.15% 97.47%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.66% 97.50%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.39% 94.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.91% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.62% 94.45%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.47% 98.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.42% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.40% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.04% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.04% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.92% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.29% 95.50%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 80.26% 95.00%

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 162928101
LOTUS LTS0096214
wikiData Q104909041