4-Hydroxy-3-methoxybenzamide

Details

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Internal ID f7b01075-828c-4c5a-bc1c-cdebcd1685ba
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name 4-hydroxy-3-methoxybenzamide
SMILES (Canonical) COC1=C(C=CC(=C1)C(=O)N)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C(=O)N)O
InChI InChI=1S/C8H9NO3/c1-12-7-4-5(8(9)11)2-3-6(7)10/h2-4,10H,1H3,(H2,9,11)
InChI Key TZZAKSLHHIJRLL-UHFFFAOYSA-N
Popularity 16 references in papers

Physical and Chemical Properties

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Molecular Formula C8H9NO3
Molecular Weight 167.16 g/mol
Exact Mass 167.058243149 g/mol
Topological Polar Surface Area (TPSA) 72.60 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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Vanillamide
19072-58-3
Benzamide, 4-hydroxy-3-methoxy-
vanillylamide
UNII-ZI2G6PD23C
ZI2G6PD23C
NSC 604563
4-hydroxy-3-methoxy-benzamide
NSC-604563
NSC604563
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 4-Hydroxy-3-methoxybenzamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 + 0.7922 79.22%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.8000 80.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9778 97.78%
OATP1B3 inhibitior + 0.9689 96.89%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9606 96.06%
P-glycoprotein inhibitior - 0.9782 97.82%
P-glycoprotein substrate - 0.9325 93.25%
CYP3A4 substrate - 0.6987 69.87%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.8061 80.61%
CYP3A4 inhibition - 0.9141 91.41%
CYP2C9 inhibition - 0.9798 97.98%
CYP2C19 inhibition - 0.9555 95.55%
CYP2D6 inhibition - 0.9698 96.98%
CYP1A2 inhibition - 0.7923 79.23%
CYP2C8 inhibition + 0.4766 47.66%
CYP inhibitory promiscuity - 0.9375 93.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7194 71.94%
Carcinogenicity (trinary) Non-required 0.4925 49.25%
Eye corrosion - 0.9657 96.57%
Eye irritation + 0.9908 99.08%
Skin irritation - 0.7461 74.61%
Skin corrosion - 0.9772 97.72%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7633 76.33%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5159 51.59%
skin sensitisation - 0.8973 89.73%
Respiratory toxicity - 0.6889 68.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7079 70.79%
Acute Oral Toxicity (c) IV 0.4921 49.21%
Estrogen receptor binding - 0.6308 63.08%
Androgen receptor binding - 0.7181 71.81%
Thyroid receptor binding - 0.8236 82.36%
Glucocorticoid receptor binding - 0.7568 75.68%
Aromatase binding - 0.7892 78.92%
PPAR gamma - 0.7541 75.41%
Honey bee toxicity - 0.9795 97.95%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.7315 73.15%
Fish aquatic toxicity - 0.7181 71.81%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.90% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.95% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.82% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.45% 95.56%
CHEMBL2535 P11166 Glucose transporter 89.83% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.18% 99.17%
CHEMBL1255126 O15151 Protein Mdm4 88.13% 90.20%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.93% 92.94%
CHEMBL3194 P02766 Transthyretin 86.42% 90.71%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 86.24% 95.48%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.52% 96.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.17% 89.62%

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.
Clematis zeylanica
Houttuynia cordata

Cross-Links

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PubChem 354088
LOTUS LTS0241565
wikiData Q27295557