2-Hydroxy-5-methoxybenzaldehyde

Details

• Internal ID: 4a0070a4-3668-4aa3-811a-59506911e105
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-hydroxy-5-methoxybenzaldehyde
• SMILES (Canonical): COC1=CC(=C(C=C1)O)C=O
• SMILES (Isomeric): COC1=CC(=C(C=C1)O)C=O
• InChI: InChI=1S/C8H8O3/c1-11-7-2-3-8(10)6(4-7)5-9/h2-5,10H,1H3
• InChI Key: FZHSPPYCNDYIKD-UHFFFAOYSA-N
• Popularity: 155 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 672-13-9
• 5-Methoxysalicylaldehyde
• m-Anisaldehyde, 6-hydroxy-
• Benzaldehyde, 2-hydroxy-5-methoxy-
• 6-Hydroxy-m-anisaldehyde
• Salicylaldehyde, 5-methoxy-
• 2-hydroxy-5-methoxy-benzaldehyde
• 5-Methoxy-2-hydroxybenzaldehyde
• 2-Formyl-4-methoxyphenol
• GYT2Q9UR3W
• NSC-30116
• 2-hydroxy-5-methoxy benzaldehyde
• EINECS 211-589-0
• MFCD00003332
• NSC 30116
• BRN 1100532
• AI3-19305
• NSC30116
• 5-methoxy-salicylaldehyde
• UNII-GYT2Q9UR3W
• 4-methoxy-2-formylphenol
• WLN: VHR BQ EO1
• SCHEMBL120412
• 3-methoxy-6-hydroxybenzaldehyde
• CHEMBL3660371
• 2-hydroxy-5-methoxybenzal dehyde
• 5-methoxy-2-hydroxy-benzaldehyde
• DTXSID40217478
• CHEBI:137359
• BDBM111039
• CL8287
• AKOS000112554
• 2-Hydroxy-5-methoxybenzaldehyde, 98%
• CS-W001206
• GS-6684
• 3-BIPHENYL-(3-METHOXY)ACETICACID
• PD193523
• AM20040993
• FT-0600619
• H0881
• EN300-17188
• US8614253, .3-70
• W-104727
• Q15634035
• Z56899054
• F2113-0146
• 2-Formyl-4-methoxyphenol;2-hydroxy-5-methoxy-benzaldehyd;6-hydroxy-m-anisaldehyd
• InChI=1/C8H8O3/c1-11-7-2-3-8(10)6(4-7)5-9/h2-5,10H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8814	88.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9426	94.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.9931	99.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9568	95.68%
P-glycoprotein inhibitior	-	0.9763	97.63%
P-glycoprotein substrate	-	0.9815	98.15%
CYP3A4 substrate	-	0.6521	65.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7924	79.24%
CYP3A4 inhibition	-	0.9529	95.29%
CYP2C9 inhibition	-	0.9784	97.84%
CYP2C19 inhibition	+	0.5220	52.20%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	+	0.5499	54.99%
CYP2C8 inhibition	-	0.8652	86.52%
CYP inhibitory promiscuity	-	0.8231	82.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6528	65.28%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	+	0.9532	95.32%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9128	91.28%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7483	74.83%
Micronuclear	+	0.5663	56.63%
Hepatotoxicity	-	0.6185	61.85%
skin sensitisation	-	0.7694	76.94%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.4724	47.24%
Acute Oral Toxicity (c)	III	0.7818	78.18%
Estrogen receptor binding	-	0.6937	69.37%
Androgen receptor binding	-	0.5682	56.82%
Thyroid receptor binding	-	0.6439	64.39%
Glucocorticoid receptor binding	-	0.8778	87.78%
Aromatase binding	-	0.8828	88.28%
PPAR gamma	-	0.8113	81.13%
Honey bee toxicity	-	0.9544	95.44%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7940	79.40%

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	98.40%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.15%	95.56%
CHEMBL4208	P20618	Proteasome component C5	94.87%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.43%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	88.37%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.54%	96.09%
CHEMBL3194	P02766	Transthyretin	85.05%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.24%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.10%	90.24%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.04%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.47%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.27%	98.75%

Plants that contains it

• Acer maximowiczianum

Cross-Links

• PubChem: 95695
• LOTUS: LTS0011711
• wikiData: Q15634035