4-Hydroxy-5-methoxy-2-naphthaldehyde

Details

• Internal ID: d47981d0-c9d9-4d19-8c0e-2bcebfaaddb9
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 4-hydroxy-5-methoxynaphthalene-2-carbaldehyde
• SMILES (Canonical): COC1=CC=CC2=CC(=CC(=C21)O)C=O
• SMILES (Isomeric): COC1=CC=CC2=CC(=CC(=C21)O)C=O
• InChI: InChI=1S/C12H10O3/c1-15-11-4-2-3-9-5-8(7-13)6-10(14)12(9)11/h2-7,14H,1H3
• InChI Key: OMMHMZUAQUNDME-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2071232
• DTXSID401241928
• 4-Hydroxy-5-methoxy-2-naphthalenecarboxaldehyde
• 31706-97-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7679	76.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7925	79.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9907	99.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9240	92.40%
P-glycoprotein inhibitior	-	0.9631	96.31%
P-glycoprotein substrate	-	0.9214	92.14%
CYP3A4 substrate	-	0.5558	55.58%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.6598	65.98%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	+	0.5484	54.84%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	+	0.9819	98.19%
CYP2C8 inhibition	-	0.5835	58.35%
CYP inhibitory promiscuity	-	0.7116	71.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7278	72.78%
Carcinogenicity (trinary)	Warning	0.4995	49.95%
Eye corrosion	-	0.9281	92.81%
Eye irritation	+	0.9362	93.62%
Skin irritation	+	0.5853	58.53%
Skin corrosion	-	0.9878	98.78%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6409	64.09%
Micronuclear	+	0.6618	66.18%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.9223	92.23%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7655	76.55%
Acute Oral Toxicity (c)	III	0.6971	69.71%
Estrogen receptor binding	+	0.7062	70.62%
Androgen receptor binding	-	0.5815	58.15%
Thyroid receptor binding	-	0.5558	55.58%
Glucocorticoid receptor binding	-	0.6865	68.65%
Aromatase binding	+	0.6316	63.16%
PPAR gamma	-	0.5348	53.48%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.8979	89.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.23%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.05%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.62%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	88.51%	90.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.93%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.93%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.42%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	84.40%	91.49%
CHEMBL3194	P02766	Transthyretin	84.34%	90.71%

Plants that contains it

• Diospyros ebenum

Cross-Links

• PubChem: 70697231
• LOTUS: LTS0194209
• wikiData: Q105194393