p-Anisaldehyde

Details

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Internal ID e7a56908-d4ce-49cd-a5da-395207199242
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
IUPAC Name 4-methoxybenzaldehyde
SMILES (Canonical) COC1=CC=C(C=C1)C=O
SMILES (Isomeric) COC1=CC=C(C=C1)C=O
InChI InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3
InChI Key ZRSNZINYAWTAHE-UHFFFAOYSA-N
Popularity 5,350 references in papers

Physical and Chemical Properties

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Molecular Formula C8H8O2
Molecular Weight 136.15 g/mol
Exact Mass 136.052429494 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.51
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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123-11-5
P-ANISALDEHYDE
Anisic aldehyde
Anisaldehyde
p-Methoxybenzaldehyde
Aubepine
4-Anisaldehyde
p-Formylanisole
Crategine
Obepin
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of p-Anisaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.9260 92.60%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8908 89.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9333 93.33%
OATP1B3 inhibitior + 0.9844 98.44%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.8934 89.34%
P-glycoprotein inhibitior - 0.9851 98.51%
P-glycoprotein substrate - 0.9888 98.88%
CYP3A4 substrate - 0.7170 71.70%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.6838 68.38%
CYP3A4 inhibition - 0.9578 95.78%
CYP2C9 inhibition - 0.9598 95.98%
CYP2C19 inhibition - 0.7382 73.82%
CYP2D6 inhibition - 0.9765 97.65%
CYP1A2 inhibition + 0.7703 77.03%
CYP2C8 inhibition - 0.9595 95.95%
CYP inhibitory promiscuity - 0.8301 83.01%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5764 57.64%
Carcinogenicity (trinary) Warning 0.4880 48.80%
Eye corrosion + 0.9828 98.28%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.8729 87.29%
Skin corrosion - 0.8719 87.19%
Ames mutagenesis - 0.9600 96.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7715 77.15%
Micronuclear - 0.6919 69.19%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation + 0.5588 55.88%
Respiratory toxicity - 0.9222 92.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.9875 98.75%
Nephrotoxicity + 0.5760 57.60%
Acute Oral Toxicity (c) III 0.9029 90.29%
Estrogen receptor binding - 0.9122 91.22%
Androgen receptor binding - 0.6876 68.76%
Thyroid receptor binding - 0.8808 88.08%
Glucocorticoid receptor binding - 0.8369 83.69%
Aromatase binding - 0.8175 81.75%
PPAR gamma - 0.8466 84.66%
Honey bee toxicity - 0.9583 95.83%
Biodegradation + 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity - 0.4102 41.02%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 7943.3 nM
Potency
via CMAUP
CHEMBL5282 P11509 Cytochrome P450 2A6 5150 nM
IC50
PMID: 15658857

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.34% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.74% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.53% 96.09%
CHEMBL4208 P20618 Proteasome component C5 88.57% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.50% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 83.19% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.01% 91.11%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.90% 90.24%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.26% 85.30%

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.
Agastache foeniculum
Agastache rugosa
Agathosma venusta
Aizoon africanum
Akebia quinata
Akebia trifoliata
Alangium premnifolium
Albizia julibrissin
Anacardium occidentale
Anchusa officinalis
Angelica tarokoensis
Artemisia dracunculus
Asplenium adiantum-nigrum
Bombax ceiba
Brassica napus
Caryopteris mongholica
Chelonanthus albus
Clausena anisata
Clausena heptaphylla
Cryptocarya agathophylla
Cucurbita maxima
Curcuma kwangsiensis
Curcuma phaeocaulis
Curcuma wenyujin
Curcuma zedoaria
Dalbergia rubiginosa
Decalepis hamiltonii
Dendrobium moniliforme
Diospyros ferrea
Distemonanthus benthamianus
Epimedium davidii
Erysimum odoratum
Eschweilera coriacea
Eucalyptus cladocalyx
Euphorbia kansui
Foeniculum vulgare
Frullania tamarisci
Gardenia jasminoides
Globba variabilis
Handroanthus impetiginosus
Heterotheca inuloides
Hydrangea chinensis
Ilex amara
Illicium verum
Isodon japonicus
Knightia excelsa
Lasiosiphon lampranthus
Leonurus glaucescens
Lepidium draba
Limnophila rugosa
Magnolia salicifolia
Mappia nimmoniana
Mesembryanthemum tortuosum
Micromeria pineolens
Peltodon longipes
Phellodendron amurense
Phyllostachys edulis
Pimpinella anisum
Piper kwashoense
Quercus petraea subsp. petraea
Robinia pseudoacacia
Salacia madagascariensis
Salvadora persica
Satureja atropatana
Saussurea lyrata
Scutellaria baicalensis
Simicratea welwitschii
Solanum acaule
Solidago odora
Spathiphyllum cannifolium
Swertia delavayi
Swertia japonica
Tagetes filifolia
Tagetes lucida
Thalictrum minus
Uncaria macrophylla
Uncaria rhynchophylla
Uncaria sinensis
Vaccinium vitis-idaea
Vachellia rigidula
Vanilla pompona
Vepris hiernii
Vismia jefensis
Wurfbainia neoaurantiaca
Wurfbainia villosa

Cross-Links

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PubChem 31244
NPASS NPC57879
ChEMBL CHEMBL161598
LOTUS LTS0054560
wikiData Q174937