(R)-2-Hydroxyputrescine dicinnamamide

Details

Top
Internal ID cdc7fb78-c39d-4552-bb57-603ccc29f8da
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
IUPAC Name (E)-N-[(3R)-3-hydroxy-4-[[(E)-3-phenylprop-2-enoyl]amino]butyl]-3-phenylprop-2-enamide
SMILES (Canonical) C1=CC=C(C=C1)C=CC(=O)NCCC(CNC(=O)C=CC2=CC=CC=C2)O
SMILES (Isomeric) C1=CC=C(C=C1)/C=C/C(=O)NCC[C@H](CNC(=O)/C=C/C2=CC=CC=C2)O
InChI InChI=1S/C22H24N2O3/c25-20(17-24-22(27)14-12-19-9-5-2-6-10-19)15-16-23-21(26)13-11-18-7-3-1-4-8-18/h1-14,20,25H,15-17H2,(H,23,26)(H,24,27)/b13-11+,14-12+/t20-/m1/s1
InChI Key LGWKKNKCOSDCAP-FYVUJZAJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H24N2O3
Molecular Weight 364.40 g/mol
Exact Mass 364.17869263 g/mol
Topological Polar Surface Area (TPSA) 78.40 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (R)-2-Hydroxyputrescine dicinnamamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6457 64.57%
Caco-2 - 0.6320 63.20%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8862 88.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9374 93.74%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8838 88.38%
BSEP inhibitior + 0.6616 66.16%
P-glycoprotein inhibitior - 0.5856 58.56%
P-glycoprotein substrate - 0.6570 65.70%
CYP3A4 substrate - 0.6353 63.53%
CYP2C9 substrate - 0.8042 80.42%
CYP2D6 substrate - 0.8153 81.53%
CYP3A4 inhibition + 0.5250 52.50%
CYP2C9 inhibition - 0.8555 85.55%
CYP2C19 inhibition - 0.7754 77.54%
CYP2D6 inhibition - 0.7332 73.32%
CYP1A2 inhibition - 0.8736 87.36%
CYP2C8 inhibition - 0.8201 82.01%
CYP inhibitory promiscuity - 0.7587 75.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8411 84.11%
Carcinogenicity (trinary) Non-required 0.7333 73.33%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9673 96.73%
Skin irritation - 0.8306 83.06%
Skin corrosion - 0.9679 96.79%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8555 85.55%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9230 92.30%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7938 79.38%
Acute Oral Toxicity (c) III 0.7071 70.71%
Estrogen receptor binding + 0.6890 68.90%
Androgen receptor binding + 0.6556 65.56%
Thyroid receptor binding + 0.5291 52.91%
Glucocorticoid receptor binding - 0.6990 69.90%
Aromatase binding + 0.6442 64.42%
PPAR gamma + 0.6997 69.97%
Honey bee toxicity - 0.9413 94.13%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity - 0.4383 43.83%

Targets

Top

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 96.09% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.88% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.63% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.17% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.60% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.66% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.97% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 84.45% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.80% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.54% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.08% 89.67%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.76% 100.00%
CHEMBL5028 O14672 ADAM10 81.50% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.13% 94.62%

Plants that contains it

Top
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

Top
PubChem 24744863
LOTUS LTS0008891
wikiData Q77562308