Acetovanillone

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	5eaf77d8-8ced-4fc5-b582-ec32226c4f21
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name	1-(4-hydroxy-3-methoxyphenyl)ethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3
InChI Key	DFYRUELUNQRZTB-UHFFFAOYSA-N
Popularity	3,522 references in papers

Physical and Chemical Properties

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Molecular Formula	C₉H₁₀O₃
Molecular Weight	166.17 g/mol
Exact Mass	166.062994177 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	0.50
Atomic LogP (AlogP)	1.60
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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apocynin

498-02-2

4'-Hydroxy-3'-methoxyacetophenone

1-(4-Hydroxy-3-methoxyphenyl)ethanone

Acetoguaiacone

Apocynine

Acetoguaiacon

4-Acetyl-2-methoxyphenol

Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-

1-(4-hydroxy-3-methoxyphenyl)ethan-1-one

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7690	76.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9359	93.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9718	97.18%
OATP1B3 inhibitior	+	0.9823	98.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9360	93.60%
P-glycoprotein inhibitior	-	0.9718	97.18%
P-glycoprotein substrate	-	0.9427	94.27%
CYP3A4 substrate	-	0.6825	68.25%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7369	73.69%
CYP3A4 inhibition	-	0.9210	92.10%
CYP2C9 inhibition	-	0.9786	97.86%
CYP2C19 inhibition	-	0.7353	73.53%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.6983	69.83%
CYP2C8 inhibition	+	0.5576	55.76%
CYP inhibitory promiscuity	-	0.8432	84.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7504	75.04%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	+	0.9671	96.71%
Eye irritation	+	0.9958	99.58%
Skin irritation	+	0.9033	90.33%
Skin corrosion	-	0.8762	87.62%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7112	71.12%
Micronuclear	-	0.5667	56.67%
Hepatotoxicity	+	0.5072	50.72%
skin sensitisation	-	0.6231	62.31%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.4908	49.08%
Acute Oral Toxicity (c)	III	0.9007	90.07%
Estrogen receptor binding	-	0.7179	71.79%
Androgen receptor binding	-	0.8354	83.54%
Thyroid receptor binding	-	0.8601	86.01%
Glucocorticoid receptor binding	-	0.8673	86.73%
Aromatase binding	-	0.8734	87.34%
PPAR gamma	-	0.9290	92.90%
Honey bee toxicity	-	0.9760	97.60%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7715	77.15%
Fish aquatic toxicity	+	0.8008	80.08%

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	95.46%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	89.94%	90.20%
CHEMBL4208	P20618	Proteasome component C5	89.82%	90.00%
CHEMBL2535	P11166	Glucose transporter	89.30%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.55%	91.19%
CHEMBL3194	P02766	Transthyretin	85.42%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.08%	95.56%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	82.73%	95.48%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.13%	97.21%

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.

Anastatica hierochuntica

Apocynum androsaemifolium

Apocynum cannabinum

Artemisia giraldii

Baccharis tola