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methyl (2S)-1-[[(3R,4S,5R)-4-hydroxy-5-methyl-2-oxo-5-[(E)-pentadec-4-enyl]oxolan-3-yl]methyl]-5-oxopyrrolidine-2-carboxylate

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 8df90498-cd68-46ce-897c-2e171c17165d
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
IUPAC Name methyl (2S)-1-[[(3R,4S,5R)-4-hydroxy-5-methyl-2-oxo-5-[(E)-pentadec-4-enyl]oxolan-3-yl]methyl]-5-oxopyrrolidine-2-carboxylate
SMILES (Canonical) CCCCCCCCCCC=CCCCC1(C(C(C(=O)O1)CN2C(CCC2=O)C(=O)OC)O)C
SMILES (Isomeric) CCCCCCCCCC/C=C/CCC[C@@]1([C@H]([C@H](C(=O)O1)CN2[C@@H](CCC2=O)C(=O)OC)O)C
InChI InChI=1S/C27H45NO6/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-19-27(2)24(30)21(25(31)34-27)20-28-22(26(32)33-3)17-18-23(28)29/h13-14,21-22,24,30H,4-12,15-20H2,1-3H3/b14-13+/t21-,22+,24+,27-/m1/s1
InChI Key RJWAXRBINWCTDA-KXGGSGJBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45NO6
Molecular Weight 479.60 g/mol
Exact Mass 479.32468816 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.80
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-1-[[(3R,4S,5R)-4-hydroxy-5-methyl-2-oxo-5-[(E)-pentadec-4-enyl]oxolan-3-yl]methyl]-5-oxopyrrolidine-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6659 66.59%
Caco-2 - 0.7120 71.20%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5419 54.19%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8020 80.20%
OATP1B3 inhibitior + 0.9103 91.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9327 93.27%
P-glycoprotein inhibitior + 0.6272 62.72%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6792 67.92%
CYP2C9 substrate - 0.8582 85.82%
CYP2D6 substrate - 0.8815 88.15%
CYP3A4 inhibition - 0.7893 78.93%
CYP2C9 inhibition - 0.8744 87.44%
CYP2C19 inhibition - 0.8612 86.12%
CYP2D6 inhibition - 0.9377 93.77%
CYP1A2 inhibition - 0.8986 89.86%
CYP2C8 inhibition + 0.4509 45.09%
CYP inhibitory promiscuity - 0.9174 91.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5174 51.74%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.7915 79.15%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.8437 84.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4534 45.34%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8673 86.73%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.7283 72.83%
Acute Oral Toxicity (c) III 0.6688 66.88%
Estrogen receptor binding + 0.7093 70.93%
Androgen receptor binding + 0.6874 68.74%
Thyroid receptor binding - 0.6721 67.21%
Glucocorticoid receptor binding + 0.6697 66.97%
Aromatase binding - 0.5975 59.75%
PPAR gamma - 0.5264 52.64%
Honey bee toxicity - 0.9001 90.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.7237 72.37%
Fish aquatic toxicity + 0.7914 79.14%

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
CHEMBL230 P35354 Cyclooxygenase-2 98.22% 89.63%
CHEMBL2581 P07339 Cathepsin D 98.04% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.83% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.19% 99.17%
CHEMBL4588 P22894 Matrix metalloproteinase 8 90.95% 94.66%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.15% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.05% 94.33%
CHEMBL3891 P07384 Calpain 1 88.87% 93.04%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.73% 95.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.38% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 87.79% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.19% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.51% 99.23%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.45% 92.86%
CHEMBL5255 O00206 Toll-like receptor 4 85.16% 92.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.46% 95.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.22% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 84.07% 91.19%
CHEMBL2664 P23526 Adenosylhomocysteinase 84.03% 86.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.55% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.24% 95.56%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 83.19% 91.81%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.17% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.65% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.06% 97.14%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.79% 96.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.23% 95.50%

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 162944810
LOTUS LTS0088239
wikiData Q105237874