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Barnesin 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 a9b1687f-6e63-4553-9af3-3e8bbf14a2c0
Taxonomy Benzenoids > Benzene and substituted derivatives > Phenethylamines > Amphetamines and derivatives
IUPAC Name (E,4S)-7-(diaminomethylideneamino)-4-[[(2S)-3-(4-hydroxyphenyl)-2-[[(E)-oct-2-enoyl]amino]propanoyl]amino]hept-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H37N5O5/c1-2-3-4-5-6-9-22(32)30-21(17-18-10-13-20(31)14-11-18)24(35)29-19(12-15-23(33)34)8-7-16-28-25(26)27/h6,9-15,19,21,31H,2-5,7-8,16-17H2,1H3,(H,29,35)(H,30,32)(H,33,34)(H4,26,27,28)/b9-6+,15-12+/t19-,21-/m0/s1
InChI Key ANGGSYAIWRWBFA-VLQSCMNASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C25H37N5O5
Molecular Weight 487.60 g/mol
Exact Mass 487.27946930 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 5
H-Bond Donor 6
Rotatable Bonds 16

Synonyms

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SCHEMBL21337040

2D Structure

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2D Structure of Barnesin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9245 92.45%
Caco-2 - 0.9171 91.71%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7898 78.98%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8044 80.44%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8875 88.75%
P-glycoprotein inhibitior + 0.6899 68.99%
P-glycoprotein substrate + 0.7763 77.63%
CYP3A4 substrate + 0.6246 62.46%
CYP2C9 substrate - 0.5915 59.15%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.7960 79.60%
CYP2C9 inhibition - 0.7954 79.54%
CYP2C19 inhibition - 0.6824 68.24%
CYP2D6 inhibition - 0.8328 83.28%
CYP1A2 inhibition - 0.7911 79.11%
CYP2C8 inhibition + 0.6663 66.63%
CYP inhibitory promiscuity - 0.9553 95.53%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.6364 63.64%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9645 96.45%
Skin irritation - 0.7689 76.89%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6517 65.17%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.7600 76.00%
skin sensitisation - 0.8352 83.52%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6820 68.20%
Estrogen receptor binding + 0.7012 70.12%
Androgen receptor binding + 0.6461 64.61%
Thyroid receptor binding + 0.5244 52.44%
Glucocorticoid receptor binding + 0.7400 74.00%
Aromatase binding + 0.6821 68.21%
PPAR gamma + 0.7239 72.39%
Honey bee toxicity - 0.8638 86.38%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9689 96.89%

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 99.05% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.01% 96.61%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.95% 99.17%
CHEMBL4072 P07858 Cathepsin B 97.10% 93.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.52% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.82% 93.56%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 94.03% 91.81%
CHEMBL1255126 O15151 Protein Mdm4 94.03% 90.20%
CHEMBL221 P23219 Cyclooxygenase-1 93.83% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 93.08% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.08% 91.11%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 92.90% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.12% 92.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.09% 95.50%
CHEMBL2514 O95665 Neurotensin receptor 2 90.83% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.77% 95.56%
CHEMBL3891 P07384 Calpain 1 88.67% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.19% 90.71%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 87.05% 92.29%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.89% 100.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 85.64% 97.23%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.63% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.13% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.37% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.16% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.68% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.21% 91.71%
CHEMBL2535 P11166 Glucose transporter 82.53% 98.75%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 81.67% 89.33%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.38% 96.00%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 81.33% 96.67%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 80.94% 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.
There are no matching plants.

Cross-Links

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PubChem 139471045
LOTUS LTS0134841
wikiData Q104915135