4-Hydroxy-5,6-dimethoxy-2-naphthaldehyde

Details

• Internal ID: f2a3cb3f-f641-4649-8073-11f0c990284c
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 4-hydroxy-5,6-dimethoxynaphthalene-2-carbaldehyde
• InChI: InChI=1S/C13H12O4/c1-16-11-4-3-9-5-8(7-14)6-10(15)12(9)13(11)17-2/h3-7,15H,1-2H3
• InChI Key: FMHSKKFFZHLCQV-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6987	69.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8114	81.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7528	75.28%
P-glycoprotein inhibitior	-	0.9239	92.39%
P-glycoprotein substrate	-	0.9235	92.35%
CYP3A4 substrate	-	0.5884	58.84%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.6598	65.98%
CYP3A4 inhibition	-	0.5654	56.54%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	+	0.5608	56.08%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	+	0.9447	94.47%
CYP2C8 inhibition	+	0.4815	48.15%
CYP inhibitory promiscuity	-	0.5506	55.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8920	89.20%
Carcinogenicity (trinary)	Non-required	0.5197	51.97%
Eye corrosion	-	0.9609	96.09%
Eye irritation	+	0.9143	91.43%
Skin irritation	+	0.5315	53.15%
Skin corrosion	-	0.9829	98.29%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5229	52.29%
Micronuclear	+	0.7818	78.18%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4577	45.77%
Acute Oral Toxicity (c)	II	0.4898	48.98%
Estrogen receptor binding	+	0.8944	89.44%
Androgen receptor binding	+	0.5228	52.28%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5732	57.32%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.5230	52.30%
Honey bee toxicity	-	0.9347	93.47%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9641	96.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.47%	98.11%
CHEMBL1255126	O15151	Protein Mdm4	90.90%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.67%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL3194	P02766	Transthyretin	88.60%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.93%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.79%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.19%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.57%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.96%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.65%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.70%	94.00%

Plants that contains it

• Diospyros virginiana

Cross-Links

• PubChem: 102049519
• LOTUS: LTS0234694
• wikiData: Q104997847