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[(2R,3S)-3-amino-4-[[(2S)-2-[[(E,2R,3R,4R,5R)-3,5-dihydroxy-2,4-dimethyloctadec-12-enoyl]amino]-3-methylbutanoyl]-[(2S)-1-oxo-3-sulfooxypropan-2-yl]amino]-4-oxobutan-2-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 01533595-01d4-4901-b330-a721315af555
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
IUPAC Name [(2R,3S)-3-amino-4-[[(2S)-2-[[(E,2R,3R,4R,5R)-3,5-dihydroxy-2,4-dimethyloctadec-12-enoyl]amino]-3-methylbutanoyl]-[(2S)-1-oxo-3-sulfooxypropan-2-yl]amino]-4-oxobutan-2-yl] acetate
SMILES (Canonical) CCCCCC=CCCCCCCC(C(C)C(C(C)C(=O)NC(C(C)C)C(=O)N(C(COS(=O)(=O)O)C=O)C(=O)C(C(C)OC(=O)C)N)O)O
SMILES (Isomeric) CCCCC/C=C/CCCCCC[C@H]([C@@H](C)[C@H]([C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N([C@@H](COS(=O)(=O)O)C=O)C(=O)[C@H]([C@@H](C)OC(=O)C)N)O)O
InChI InChI=1S/C34H61N3O12S/c1-8-9-10-11-12-13-14-15-16-17-18-19-28(40)23(4)31(41)24(5)32(42)36-30(22(2)3)34(44)37(27(20-38)21-48-50(45,46)47)33(43)29(35)25(6)49-26(7)39/h12-13,20,22-25,27-31,40-41H,8-11,14-19,21,35H2,1-7H3,(H,36,42)(H,45,46,47)/b13-12+/t23-,24-,25-,27-,28-,29+,30+,31-/m1/s1
InChI Key ZYBIPFWMMJVRNL-KYKYUHFBSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C34H61N3O12S
Molecular Weight 735.90 g/mol
Exact Mass 735.39759556 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.62
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 26

Synonyms

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147334-91-6
NK 374186A
[(2R,3S)-3-amino-4-[[(2S)-2-[[(E,2R,3R,4R,5R)-3,5-dihydroxy-2,4-dimethyloctadec-12-enoyl]amino]-3-methylbutanoyl]-[(2S)-1-oxo-3-sulfooxypropan-2-yl]amino]-4-oxobutan-2-yl] acetate

2D Structure

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2D Structure of [(2R,3S)-3-amino-4-[[(2S)-2-[[(E,2R,3R,4R,5R)-3,5-dihydroxy-2,4-dimethyloctadec-12-enoyl]amino]-3-methylbutanoyl]-[(2S)-1-oxo-3-sulfooxypropan-2-yl]amino]-4-oxobutan-2-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 + 0.5728 57.28%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4990 49.90%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8544 85.44%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6280 62.80%
P-glycoprotein inhibitior + 0.7261 72.61%
P-glycoprotein substrate + 0.7877 78.77%
CYP3A4 substrate + 0.6852 68.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8307 83.07%
CYP3A4 inhibition - 0.8244 82.44%
CYP2C9 inhibition - 0.7498 74.98%
CYP2C19 inhibition - 0.6820 68.20%
CYP2D6 inhibition - 0.8642 86.42%
CYP1A2 inhibition - 0.7721 77.21%
CYP2C8 inhibition + 0.5260 52.60%
CYP inhibitory promiscuity - 0.9277 92.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) + 0.5500 55.00%
Carcinogenicity (trinary) Non-required 0.6079 60.79%
Eye corrosion - 0.9650 96.50%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.7752 77.52%
Skin corrosion - 0.9074 90.74%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4654 46.54%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.5258 52.58%
skin sensitisation - 0.8109 81.09%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5755 57.55%
Estrogen receptor binding + 0.7995 79.95%
Androgen receptor binding + 0.6841 68.41%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding + 0.5854 58.54%
PPAR gamma + 0.7297 72.97%
Honey bee toxicity - 0.7484 74.84%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9700 97.00%

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 99.25% 98.95%
CHEMBL4072 P07858 Cathepsin B 98.69% 93.67%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 98.55% 92.86%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.45% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 97.36% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.34% 93.56%
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.96% 95.69%
CHEMBL4588 P22894 Matrix metalloproteinase 8 94.39% 94.66%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.63% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.70% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 91.26% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.33% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.20% 94.33%
CHEMBL3837 P07711 Cathepsin L 88.47% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.25% 95.56%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 88.22% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.08% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.59% 98.75%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.27% 98.05%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.22% 96.47%
CHEMBL283 P08254 Matrix metalloproteinase 3 87.00% 97.29%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.22% 92.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.06% 96.90%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.82% 96.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.45% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.29% 82.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.02% 90.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.61% 97.21%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 83.44% 95.34%
CHEMBL2514 O95665 Neurotensin receptor 2 83.38% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 83.24% 98.59%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.14% 95.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.24% 92.88%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 82.11% 95.52%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.94% 89.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.73% 95.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.58% 89.34%
CHEMBL236 P41143 Delta opioid receptor 81.21% 99.35%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.43% 92.68%
CHEMBL4040 P28482 MAP kinase ERK2 80.38% 83.82%
CHEMBL4581 P52732 Kinesin-like protein 1 80.12% 93.18%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.06% 92.32%

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 6449874
LOTUS LTS0183385
wikiData Q105385977