2,8-Dihydroxy-7-methoxy-6-methyl-naphthalene-1-carbaldehyde

Details

• Internal ID: f7212f52-3239-4efb-a0b1-605602f9a75c
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 2,8-dihydroxy-7-methoxy-6-methylnaphthalene-1-carbaldehyde
• SMILES (Canonical): CC1=CC2=C(C(=C(C=C2)O)C=O)C(=C1OC)O
• SMILES (Isomeric): CC1=CC2=C(C(=C(C=C2)O)C=O)C(=C1OC)O
• InChI: InChI=1S/C13H12O4/c1-7-5-8-3-4-10(15)9(6-14)11(8)12(16)13(7)17-2/h3-6,15-16H,1-2H3
• InChI Key: SITNBMVOMZOXOP-UHFFFAOYSA-N
• Popularity: 3 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): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2,8-dihydroxy-7-methoxy-6-methyl-naphthalene-1-carbaldehyde
• 2,8-dihydroxy-7-methoxy-6-methylnaphthalene-1-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.6084	60.84%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8180	81.80%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7514	75.14%
P-glycoprotein inhibitior	-	0.8702	87.02%
P-glycoprotein substrate	-	0.9588	95.88%
CYP3A4 substrate	-	0.5901	59.01%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.5949	59.49%
CYP2C19 inhibition	+	0.6611	66.11%
CYP2D6 inhibition	-	0.7863	78.63%
CYP1A2 inhibition	+	0.9480	94.80%
CYP2C8 inhibition	-	0.6110	61.10%
CYP inhibitory promiscuity	+	0.5630	56.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9696	96.96%
Eye irritation	+	0.8885	88.85%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8215	82.15%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	III	0.4858	48.58%
Estrogen receptor binding	+	0.8462	84.62%
Androgen receptor binding	+	0.6056	60.56%
Thyroid receptor binding	-	0.4920	49.20%
Glucocorticoid receptor binding	+	0.5838	58.38%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.6377	63.77%
Honey bee toxicity	-	0.9536	95.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9664	96.64%

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	99.45%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.39%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.97%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	90.78%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.81%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.19%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.98%	96.00%
CHEMBL3194	P02766	Transthyretin	81.32%	90.71%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.07%	95.70%
CHEMBL2581	P07339	Cathepsin D	80.29%	98.95%

Plants that contains it

• Hibiscus taiwanensis

Cross-Links

• PubChem: 11276313
• NPASS: NPC52513
• LOTUS: LTS0189098
• wikiData: Q105254027