Isonotholaenic Acid

Details

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Internal ID aa551cc5-6b13-4486-b73d-cbe7cebd088d
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name 4-hydroxy-2-methoxy-6-[2-(4-methoxyphenyl)ethyl]benzoic acid
SMILES (Canonical) COC1=CC=C(C=C1)CCC2=C(C(=CC(=C2)O)OC)C(=O)O
SMILES (Isomeric) COC1=CC=C(C=C1)CCC2=C(C(=CC(=C2)O)OC)C(=O)O
InChI InChI=1S/C17H18O5/c1-21-14-7-4-11(5-8-14)3-6-12-9-13(18)10-15(22-2)16(12)17(19)20/h4-5,7-10,18H,3,6H2,1-2H3,(H,19,20)
InChI Key GAWSNXBLUNVZCK-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C17H18O5
Molecular Weight 302.32 g/mol
Exact Mass 302.11542367 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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CHEMBL68178
DTXSID601030446
Q6086154
2-(4-Methoxyphenethyl)-4-hydroxy-6-methoxybenzoic acid

2D Structure

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2D Structure of Isonotholaenic Acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9432 94.32%
Caco-2 + 0.7544 75.44%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.9497 94.97%
OATP2B1 inhibitior - 0.5821 58.21%
OATP1B1 inhibitior + 0.9336 93.36%
OATP1B3 inhibitior + 0.9397 93.97%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4671 46.71%
P-glycoprotein inhibitior - 0.6196 61.96%
P-glycoprotein substrate - 0.7223 72.23%
CYP3A4 substrate - 0.5208 52.08%
CYP2C9 substrate - 0.8191 81.91%
CYP2D6 substrate - 0.8529 85.29%
CYP3A4 inhibition - 0.8230 82.30%
CYP2C9 inhibition + 0.7756 77.56%
CYP2C19 inhibition + 0.8485 84.85%
CYP2D6 inhibition - 0.8304 83.04%
CYP1A2 inhibition + 0.7781 77.81%
CYP2C8 inhibition + 0.8111 81.11%
CYP inhibitory promiscuity + 0.6309 63.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.6965 69.65%
Carcinogenicity (trinary) Non-required 0.7309 73.09%
Eye corrosion - 0.9785 97.85%
Eye irritation + 0.7204 72.04%
Skin irritation - 0.7629 76.29%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5865 58.65%
Micronuclear - 0.5541 55.41%
Hepatotoxicity - 0.6339 63.39%
skin sensitisation - 0.9550 95.50%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.4646 46.46%
Acute Oral Toxicity (c) III 0.4804 48.04%
Estrogen receptor binding + 0.8738 87.38%
Androgen receptor binding + 0.7948 79.48%
Thyroid receptor binding + 0.5474 54.74%
Glucocorticoid receptor binding + 0.6638 66.38%
Aromatase binding + 0.7133 71.33%
PPAR gamma + 0.6749 67.49%
Honey bee toxicity - 0.8998 89.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9755 97.55%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 94.31% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.29% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.80% 86.33%
CHEMBL2535 P11166 Glucose transporter 93.38% 98.75%
CHEMBL4208 P20618 Proteasome component C5 93.33% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.77% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.25% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.10% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.03% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.78% 96.95%
CHEMBL1255126 O15151 Protein Mdm4 87.74% 90.20%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.50% 94.42%
CHEMBL3194 P02766 Transthyretin 85.72% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.03% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.53% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.46% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.37% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.32% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.51% 93.00%

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.
Onopordum illyricum
Pteris cretica subsp. cretica

Cross-Links

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PubChem 10017784
NPASS NPC250755
LOTUS LTS0070942
wikiData Q6086154