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(2S)-4-hydroxy-5-[[(1Z)-2-(hydroxymethyl)buta-1,3-dienyl]amino]-5-oxo-2-[[(2R,3S,4R,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl]amino]pentanoic acid

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 f558b45f-dfa9-4238-8a54-08768a4647fe
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamine and derivatives
IUPAC Name (2S)-4-hydroxy-5-[[(1Z)-2-(hydroxymethyl)buta-1,3-dienyl]amino]-5-oxo-2-[[(2R,3S,4R,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl]amino]pentanoic acid
SMILES (Canonical) C=CC(=CNC(=O)C(CC(C(=O)O)NC1(C(C(C(CO1)O)O)O)CO)O)CO
SMILES (Isomeric) C=C/C(=C/NC(=O)C(C[C@@H](C(=O)O)N[C@]1([C@H]([C@@H]([C@@H](CO1)O)O)O)CO)O)/CO
InChI InChI=1S/C16H26N2O10/c1-2-8(5-19)4-17-14(25)10(21)3-9(15(26)27)18-16(7-20)13(24)12(23)11(22)6-28-16/h2,4,9-13,18-24H,1,3,5-7H2,(H,17,25)(H,26,27)/b8-4-/t9-,10?,11+,12+,13-,16+/m0/s1
InChI Key APAYRHXLWFHMHN-AFGVZPFJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H26N2O10
Molecular Weight 406.38 g/mol
Exact Mass 406.15874503 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP -5.10
Atomic LogP (AlogP) -4.24
H-Bond Acceptor 10
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-4-hydroxy-5-[[(1Z)-2-(hydroxymethyl)buta-1,3-dienyl]amino]-5-oxo-2-[[(2R,3S,4R,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl]amino]pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9278 92.78%
Caco-2 - 0.9231 92.31%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6414 64.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8827 88.27%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.7456 74.56%
P-glycoprotein inhibitior - 0.8309 83.09%
P-glycoprotein substrate + 0.5266 52.66%
CYP3A4 substrate + 0.5824 58.24%
CYP2C9 substrate - 0.6223 62.23%
CYP2D6 substrate - 0.8725 87.25%
CYP3A4 inhibition - 0.9508 95.08%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.8898 88.98%
CYP2D6 inhibition - 0.9290 92.90%
CYP1A2 inhibition - 0.9127 91.27%
CYP2C8 inhibition - 0.7005 70.05%
CYP inhibitory promiscuity - 0.9765 97.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6530 65.30%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9595 95.95%
Skin irritation - 0.7668 76.68%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4661 46.61%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.6517 65.17%
skin sensitisation - 0.8533 85.33%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6120 61.20%
Acute Oral Toxicity (c) III 0.5544 55.44%
Estrogen receptor binding + 0.6915 69.15%
Androgen receptor binding + 0.5288 52.88%
Thyroid receptor binding + 0.5477 54.77%
Glucocorticoid receptor binding + 0.5563 55.63%
Aromatase binding + 0.6328 63.28%
PPAR gamma + 0.5183 51.83%
Honey bee toxicity - 0.7239 72.39%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity - 0.4695 46.95%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.99% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.79% 96.09%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 90.03% 82.05%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.42% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 87.03% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.84% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.62% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.91% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.83% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.45% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.88% 96.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.12% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.12% 95.56%
CHEMBL5028 O14672 ADAM10 82.92% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.27% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.13% 99.17%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 81.52% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.33% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.22% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.20% 92.88%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.00% 98.75%

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.
Hemerocallis fulva

Cross-Links

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PubChem 101489516
LOTUS LTS0154379
wikiData Q104916161