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Aspernigrin C

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 3ef3f0e9-3ee9-4bec-8a8f-cc63ef5dda74
Taxonomy Phenylpropanoids and polyketides > Kavalactones
IUPAC Name (2S)-4-[[6-benzyl-1-[(1S)-1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]-4-oxopyridine-3-carbonyl]amino]-2-methyl-4-oxobutanoic acid
SMILES (Canonical) CC(CC(=O)NC(=O)C1=CN(C(=CC1=O)CC2=CC=CC=C2)C(CC3=CC=CC=C3)C4=CC(=CC(=O)O4)OC)C(=O)O
SMILES (Isomeric) C[C@@H](CC(=O)NC(=O)C1=CN(C(=CC1=O)CC2=CC=CC=C2)[C@@H](CC3=CC=CC=C3)C4=CC(=CC(=O)O4)OC)C(=O)O
InChI InChI=1S/C32H30N2O8/c1-20(32(39)40)13-29(36)33-31(38)25-19-34(23(16-27(25)35)14-21-9-5-3-6-10-21)26(15-22-11-7-4-8-12-22)28-17-24(41-2)18-30(37)42-28/h3-12,16-20,26H,13-15H2,1-2H3,(H,39,40)(H,33,36,38)/t20-,26-/m0/s1
InChI Key FWBIJYAFBSWBPA-FNZWTVRRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H30N2O8
Molecular Weight 570.60 g/mol
Exact Mass 570.20021592 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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CHEMBL3746755
(2S)-4-[[6-benzyl-1-[(1S)-1-(4-methoxy-6-oxo-pyran-2-yl)-2-phenyl-ethyl]-4-oxo-pyridine-3-carbonyl]amino]-2-methyl-4-oxo-butanoic acid

2D Structure

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2D Structure of Aspernigrin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7460 74.60%
Caco-2 - 0.8472 84.72%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.5853 58.53%
OATP2B1 inhibitior - 0.5686 56.86%
OATP1B1 inhibitior + 0.8579 85.79%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9917 99.17%
P-glycoprotein inhibitior + 0.8596 85.96%
P-glycoprotein substrate + 0.5500 55.00%
CYP3A4 substrate + 0.6062 60.62%
CYP2C9 substrate - 0.5959 59.59%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.8681 86.81%
CYP2C9 inhibition - 0.8113 81.13%
CYP2C19 inhibition - 0.8037 80.37%
CYP2D6 inhibition - 0.9116 91.16%
CYP1A2 inhibition - 0.8446 84.46%
CYP2C8 inhibition + 0.4880 48.80%
CYP inhibitory promiscuity - 0.8593 85.93%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5755 57.55%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9533 95.33%
Skin irritation - 0.8381 83.81%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7784 77.84%
Micronuclear + 0.9000 90.00%
Hepatotoxicity + 0.5361 53.61%
skin sensitisation - 0.9195 91.95%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6474 64.74%
Acute Oral Toxicity (c) III 0.6816 68.16%
Estrogen receptor binding + 0.7553 75.53%
Androgen receptor binding + 0.8251 82.51%
Thyroid receptor binding + 0.5580 55.80%
Glucocorticoid receptor binding + 0.7015 70.15%
Aromatase binding - 0.6478 64.78%
PPAR gamma + 0.7414 74.14%
Honey bee toxicity - 0.7953 79.53%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.6647 66.47%

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 99.35% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 97.92% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.27% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.78% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.24% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.29% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.98% 91.07%
CHEMBL1255126 O15151 Protein Mdm4 91.41% 90.20%
CHEMBL2535 P11166 Glucose transporter 89.63% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.08% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.24% 99.15%
CHEMBL221 P23219 Cyclooxygenase-1 88.12% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.36% 86.33%
CHEMBL4208 P20618 Proteasome component C5 86.12% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.01% 81.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.91% 95.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.72% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.66% 90.71%
CHEMBL4531 P17931 Galectin-3 84.64% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 84.64% 94.73%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 84.48% 87.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.67% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.62% 85.14%
CHEMBL3891 P07384 Calpain 1 82.74% 93.04%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.60% 96.00%

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 127039036
LOTUS LTS0071006
wikiData Q77373494