2-Hydroxy-6-(hydroxymethyl)-7,8-dimethoxynaphthalene-1-carbaldehyde

Details

• Internal ID: 4df8db45-b045-41b2-b383-a9f2902cd484
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 2-hydroxy-6-(hydroxymethyl)-7,8-dimethoxynaphthalene-1-carbaldehyde
• InChI: InChI=1S/C14H14O5/c1-18-13-9(6-15)5-8-3-4-11(17)10(7-16)12(8)14(13)19-2/h3-5,7,15,17H,6H2,1-2H3
• InChI Key: DSRVOLGLYXEQQV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.5583	55.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8065	80.65%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7951	79.51%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8285	82.85%
P-glycoprotein inhibitior	-	0.9260	92.60%
P-glycoprotein substrate	-	0.9255	92.55%
CYP3A4 substrate	-	0.5776	57.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7929	79.29%
CYP3A4 inhibition	-	0.6818	68.18%
CYP2C9 inhibition	+	0.5286	52.86%
CYP2C19 inhibition	+	0.6093	60.93%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	+	0.8639	86.39%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	+	0.6720	67.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8720	87.20%
Carcinogenicity (trinary)	Non-required	0.6703	67.03%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.9348	93.48%
Skin irritation	-	0.7300	73.00%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7015	70.15%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7605	76.05%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.6771	67.71%
Estrogen receptor binding	+	0.9087	90.87%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	+	0.6887	68.87%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.6066	60.66%
Honey bee toxicity	-	0.9407	94.07%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9275	92.75%

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	98.84%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.14%	96.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.28%	80.78%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.18%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.71%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.50%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.31%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.25%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.88%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.75%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%

Plants that contains it

• Hibiscus syriacus

Cross-Links

• PubChem: 10015552
• LOTUS: LTS0237389
• wikiData: Q104987983