2-Hydroxy-3-methoxybenzaldehyde

Details

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Internal ID 39351cca-925a-4ce4-81fc-42e58b45fc3b
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name 2-hydroxy-3-methoxybenzaldehyde
SMILES (Canonical) COC1=CC=CC(=C1O)C=O
SMILES (Isomeric) COC1=CC=CC(=C1O)C=O
InChI InChI=1S/C8H8O3/c1-11-7-4-2-3-6(5-9)8(7)10/h2-5,10H,1H3
InChI Key JJVNINGBHGBWJH-UHFFFAOYSA-N
Popularity 716 references in papers

Physical and Chemical Properties

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Molecular Formula C8H8O3
Molecular Weight 152.15 g/mol
Exact Mass 152.047344113 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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3-Methoxysalicylaldehyde
148-53-8
O-VANILLIN
6-Formylguaiacol
2-Vanillin
ortho-vanillin
2-Hydroxy-m-anisaldehyde
Benzaldehyde, 2-hydroxy-3-methoxy-
Orthovanilline
o-Vanilline
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2-Hydroxy-3-methoxybenzaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 + 0.8304 83.04%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.9181 91.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8490 84.90%
OATP1B3 inhibitior + 0.9912 99.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9547 95.47%
P-glycoprotein inhibitior - 0.9791 97.91%
P-glycoprotein substrate - 0.9300 93.00%
CYP3A4 substrate - 0.6005 60.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7924 79.24%
CYP3A4 inhibition - 0.9632 96.32%
CYP2C9 inhibition - 0.9823 98.23%
CYP2C19 inhibition - 0.6613 66.13%
CYP2D6 inhibition - 0.9633 96.33%
CYP1A2 inhibition - 0.6011 60.11%
CYP2C8 inhibition - 0.7935 79.35%
CYP inhibitory promiscuity - 0.8487 84.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7394 73.94%
Carcinogenicity (trinary) Non-required 0.5511 55.11%
Eye corrosion + 0.9653 96.53%
Eye irritation + 0.9939 99.39%
Skin irritation + 0.9223 92.23%
Skin corrosion - 0.8902 89.02%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7496 74.96%
Micronuclear + 0.6263 62.63%
Hepatotoxicity + 0.5909 59.09%
skin sensitisation - 0.6416 64.16%
Respiratory toxicity - 0.7667 76.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity - 0.9750 97.50%
Nephrotoxicity + 0.6607 66.07%
Acute Oral Toxicity (c) III 0.8272 82.72%
Estrogen receptor binding - 0.7585 75.85%
Androgen receptor binding - 0.8814 88.14%
Thyroid receptor binding - 0.7291 72.91%
Glucocorticoid receptor binding - 0.9062 90.62%
Aromatase binding - 0.8479 84.79%
PPAR gamma - 0.8242 82.42%
Honey bee toxicity - 0.9445 94.45%
Biodegradation + 0.5750 57.50%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.7290 72.90%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 2370 nM
5750 nM
IC50
IC50
via CMAUP
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 98.27% 98.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.61% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.10% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.79% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.97% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.19% 94.45%
CHEMBL2535 P11166 Glucose transporter 83.80% 98.75%
CHEMBL1255126 O15151 Protein Mdm4 80.71% 90.20%

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.
Hyssopus officinalis
Panax ginseng
Strychnos cathayensis

Cross-Links

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PubChem 8991
NPASS NPC261759
ChEMBL CHEMBL13859
LOTUS LTS0101901
wikiData Q309747