5-Acetylsalicylaldehyde

Details

• Internal ID: b0bd8fdf-5644-48ac-bbb8-069186de292c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 5-acetyl-2-hydroxybenzaldehyde
• SMILES (Canonical): CC(=O)C1=CC(=C(C=C1)O)C=O
• SMILES (Isomeric): CC(=O)C1=CC(=C(C=C1)O)C=O
• InChI: InChI=1S/C9H8O3/c1-6(11)7-2-3-9(12)8(4-7)5-10/h2-5,12H,1H3
• InChI Key: JBZKDSMJNITUIW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16 g/mol
• Exact Mass: 164.047344113 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 5-acetyl-2-hydroxybenzaldehyde
• 68840-08-4
• EINECS 272-438-2
• 5-acetyl salicylaldehyde
• 24HF2E4ZAV
• SCHEMBL1527076
• DTXSID40218945
• JBZKDSMJNITUIW-UHFFFAOYSA-N
• Benzaldehyde, 5-acetyl-2-hydroxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8672	86.72%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9505	95.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9858	98.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9479	94.79%
P-glycoprotein inhibitior	-	0.9799	97.99%
P-glycoprotein substrate	-	0.9432	94.32%
CYP3A4 substrate	-	0.7062	70.62%
CYP2C9 substrate	-	0.7993	79.93%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.9429	94.29%
CYP2C9 inhibition	-	0.9328	93.28%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7138	71.38%
CYP2C8 inhibition	-	0.7534	75.34%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6443	64.43%
Carcinogenicity (trinary)	Non-required	0.6693	66.93%
Eye corrosion	+	0.8925	89.25%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9303	93.03%
Skin corrosion	-	0.5000	50.00%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8880	88.80%
Micronuclear	+	0.6941	69.41%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	+	0.6733	67.33%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5183	51.83%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	-	0.8817	88.17%
Androgen receptor binding	-	0.7649	76.49%
Thyroid receptor binding	-	0.7844	78.44%
Glucocorticoid receptor binding	-	0.8495	84.95%
Aromatase binding	-	0.8308	83.08%
PPAR gamma	-	0.9117	91.17%
Honey bee toxicity	-	0.9830	98.30%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9186	91.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.87%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.72%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.77%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL3194	P02766	Transthyretin	88.96%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.08%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.37%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.92%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.51%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.34%	89.00%

Plants that contains it

• Senecio nutans

Cross-Links

• PubChem: 3085391
• LOTUS: LTS0073295
• wikiData: Q83095857