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Lyciumin A

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 0e67ef98-a519-4225-b5d6-31914baa4786
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name 11-(hydroxymethyl)-2-[[3-(4-hydroxyphenyl)-2-[[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidine-2-carbonyl]amino]propanoyl]amino]-3,6,9,12-tetraoxo-5-propan-2-yl-1,4,7,10,13-pentazatricyclo[14.6.1.017,22]tricosa-16(23),17,19,21-tetraene-14-carboxylic acid
SMILES (Canonical) CC(C)C1C(=O)NCC(=O)NC(C(=O)NC(CC2=CN(C(C(=O)N1)NC(=O)C(CC3=CC=C(C=C3)O)NC(=O)C4CCCN4C(=O)C5CCC(=O)N5)C6=CC=CC=C26)C(=O)O)CO
SMILES (Isomeric) CC(C)C1C(=O)NCC(=O)NC(C(=O)NC(CC2=CN(C(C(=O)N1)NC(=O)C(CC3=CC=C(C=C3)O)NC(=O)C4CCCN4C(=O)C5CCC(=O)N5)C6=CC=CC=C26)C(=O)O)CO
InChI InChI=1S/C42H51N9O12/c1-21(2)34-39(59)43-18-33(55)45-29(20-52)37(57)47-28(42(62)63)17-23-19-51(30-7-4-3-6-25(23)30)35(40(60)48-34)49-36(56)27(16-22-9-11-24(53)12-10-22)46-38(58)31-8-5-15-50(31)41(61)26-13-14-32(54)44-26/h3-4,6-7,9-12,19,21,26-29,31,34-35,52-53H,5,8,13-18,20H2,1-2H3,(H,43,59)(H,44,54)(H,45,55)(H,46,58)(H,47,57)(H,48,60)(H,49,56)(H,62,63)
InChI Key IPOLXDNCMOVXCP-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H51N9O12
Molecular Weight 873.90 g/mol
Exact Mass 873.36571810 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -2.18
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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125708-06-7
11-(hydroxymethyl)-2-[[3-(4-hydroxyphenyl)-2-[[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidine-2-carbonyl]amino]propanoyl]amino]-3,6,9,12-tetraoxo-5-propan-2-yl-1,4,7,10,13-pentazatricyclo[14.6.1.017,22]tricosa-16(23),17,19,21-tetraene-14-carboxylic acid
LyciuminA
CHEBI:172844
AKOS040756589

2D Structure

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2D Structure of Lyciumin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9210 92.10%
Caco-2 - 0.8766 87.66%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4502 45.02%
OATP2B1 inhibitior - 0.5758 57.58%
OATP1B1 inhibitior + 0.8244 82.44%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.8238 82.38%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8742 87.42%
P-glycoprotein inhibitior + 0.7435 74.35%
P-glycoprotein substrate + 0.8808 88.08%
CYP3A4 substrate + 0.7450 74.50%
CYP2C9 substrate + 0.6070 60.70%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition - 0.8976 89.76%
CYP2C9 inhibition - 0.8500 85.00%
CYP2C19 inhibition - 0.7835 78.35%
CYP2D6 inhibition - 0.9021 90.21%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.7446 74.46%
CYP inhibitory promiscuity - 0.6290 62.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6357 63.57%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.7885 78.85%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4297 42.97%
Micronuclear + 0.9300 93.00%
Hepatotoxicity - 0.5397 53.97%
skin sensitisation - 0.8900 89.00%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7775 77.75%
Acute Oral Toxicity (c) III 0.6214 62.14%
Estrogen receptor binding + 0.8159 81.59%
Androgen receptor binding + 0.6264 62.64%
Thyroid receptor binding + 0.5444 54.44%
Glucocorticoid receptor binding - 0.4916 49.16%
Aromatase binding + 0.6093 60.93%
PPAR gamma + 0.7494 74.94%
Honey bee toxicity - 0.6941 69.41%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7489 74.89%

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 99.93% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 99.24% 93.10%
CHEMBL5103 Q969S8 Histone deacetylase 10 99.23% 90.08%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 98.21% 97.64%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.01% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.90% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.73% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 95.15% 97.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.95% 88.56%
CHEMBL3524 P56524 Histone deacetylase 4 94.92% 92.97%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 93.98% 98.24%
CHEMBL3837 P07711 Cathepsin L 93.71% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.38% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.06% 91.11%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 93.00% 91.71%
CHEMBL4040 P28482 MAP kinase ERK2 91.67% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.42% 94.45%
CHEMBL217 P14416 Dopamine D2 receptor 89.16% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.09% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.44% 95.83%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 87.83% 99.09%
CHEMBL259 P32245 Melanocortin receptor 4 87.68% 95.38%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 87.11% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.10% 97.09%
CHEMBL4588 P22894 Matrix metalloproteinase 8 86.90% 94.66%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.35% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.35% 99.23%
CHEMBL2514 O95665 Neurotensin receptor 2 85.26% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.95% 89.67%
CHEMBL2535 P11166 Glucose transporter 84.35% 98.75%
CHEMBL3384 Q16512 Protein kinase N1 84.06% 80.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.88% 82.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.18% 93.00%
CHEMBL3202 P48147 Prolyl endopeptidase 82.75% 90.65%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.56% 95.89%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 82.31% 96.67%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 82.26% 97.23%
CHEMBL236 P41143 Delta opioid receptor 81.76% 99.35%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.47% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.29% 99.17%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 81.29% 96.69%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.95% 95.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.94% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.57% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.15% 100.00%

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.
Lycium chinense

Cross-Links

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PubChem 14430290
LOTUS LTS0240503
wikiData Q104402518