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Kukoamine B

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 6cc354d9-ec80-4c92-a9dd-883100f3988e
Taxonomy Benzenoids > Phenols > Benzenediols > Catechols
IUPAC Name N-[3-[4-[3-aminopropyl-[3-(3,4-dihydroxyphenyl)propanoyl]amino]butylamino]propyl]-3-(3,4-dihydroxyphenyl)propanamide
SMILES (Canonical) C1=CC(=C(C=C1CCC(=O)NCCCNCCCCN(CCCN)C(=O)CCC2=CC(=C(C=C2)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1CCC(=O)NCCCNCCCCN(CCCN)C(=O)CCC2=CC(=C(C=C2)O)O)O)O
InChI InChI=1S/C28H42N4O6/c29-13-3-18-32(28(38)12-8-22-6-10-24(34)26(36)20-22)17-2-1-14-30-15-4-16-31-27(37)11-7-21-5-9-23(33)25(35)19-21/h5-6,9-10,19-20,30,33-36H,1-4,7-8,11-18,29H2,(H,31,37)
InChI Key IWRAOCFRRTWUDF-UHFFFAOYSA-N
Popularity 27 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42N4O6
Molecular Weight 530.70 g/mol
Exact Mass 530.31043507 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.13
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 18

Synonyms

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164991-67-7
XZE94LC57W
N-[3-[4-[3-aminopropyl-[3-(3,4-dihydroxyphenyl)propanoyl]amino]butylamino]propyl]-3-(3,4-dihydroxyphenyl)propanamide
N-(3-(4-(3-aminopropyl-(3-(3,4-dihydroxyphenyl)propanoyl)amino)butylamino)propyl)-3-(3,4-dihydroxyphenyl)propanamide
RefChem:151514
Kukoamine B Mesylate
MFCD29904539
N-(3-aminopropyl)-3-(3,4-dihydroxyphenyl)-N-(4-((3-(3-(3,4-dihydroxyphenyl)propanamido)propyl)amino)butyl)propanamide
Kukoamine B TFA Salt
Benzenepropanamide, N-(3-aminopropyl)-N-(4-((3-((3-(3,4-dihydroxyphenyl)-1-oxopropyl)amino)propyl)amino)butyl)-3,4-dihydroxy-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Kukoamine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4627 46.27%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5238 52.38%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9059 90.59%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6912 69.12%
P-glycoprotein inhibitior + 0.6925 69.25%
P-glycoprotein substrate + 0.7501 75.01%
CYP3A4 substrate + 0.5961 59.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7060 70.60%
CYP3A4 inhibition - 0.5589 55.89%
CYP2C9 inhibition - 0.8760 87.60%
CYP2C19 inhibition - 0.8519 85.19%
CYP2D6 inhibition - 0.8069 80.69%
CYP1A2 inhibition - 0.9041 90.41%
CYP2C8 inhibition - 0.6885 68.85%
CYP inhibitory promiscuity - 0.9517 95.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.6935 69.35%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.7638 76.38%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6479 64.79%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8893 88.93%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7919 79.19%
Acute Oral Toxicity (c) III 0.6704 67.04%
Estrogen receptor binding + 0.7186 71.86%
Androgen receptor binding + 0.8565 85.65%
Thyroid receptor binding + 0.5658 56.58%
Glucocorticoid receptor binding - 0.4737 47.37%
Aromatase binding + 0.6193 61.93%
PPAR gamma + 0.6453 64.53%
Honey bee toxicity - 0.8215 82.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.7090 70.90%

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
CHEMBL3492 P49721 Proteasome Macropain subunit 99.10% 90.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.67% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.57% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.61% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 91.57% 94.01%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.56% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 89.20% 94.73%
CHEMBL3902 P09211 Glutathione S-transferase Pi 88.65% 93.81%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 88.27% 96.37%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.88% 94.45%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 87.49% 89.33%
CHEMBL4578 Q14680 Maternal embryonic leucine zipper kinase 87.31% 81.58%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 86.71% 95.00%
CHEMBL4208 P20618 Proteasome component C5 86.49% 90.00%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 85.43% 96.67%
CHEMBL1255126 O15151 Protein Mdm4 85.24% 90.20%
CHEMBL2514 O95665 Neurotensin receptor 2 84.61% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.58% 95.56%
CHEMBL2535 P11166 Glucose transporter 83.21% 98.75%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.41% 97.29%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.58% 95.17%
CHEMBL4581 P52732 Kinesin-like protein 1 81.39% 93.18%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.10% 100.00%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 80.37% 82.86%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.13% 85.31%

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 barbarum
Lycium chinense

Cross-Links

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PubChem 10346914
NPASS NPC45614
LOTUS LTS0153253
wikiData Q27155167