2-(Hydroxymethyl)-5-methoxy-7-(3-methyl-2-oxobut-3-enyl)-1-naphthaldehyde

Details

• Internal ID: 1ebabb7e-7b63-4438-886e-e81d014f6247
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 2-(hydroxymethyl)-5-methoxy-7-(3-methyl-2-oxobut-3-enyl)naphthalene-1-carbaldehyde
• SMILES (Canonical): CC(=C)C(=O)CC1=CC2=C(C=CC(=C2C=O)CO)C(=C1)OC
• SMILES (Isomeric): CC(=C)C(=O)CC1=CC2=C(C=CC(=C2C=O)CO)C(=C1)OC
• InChI: InChI=1S/C18H18O4/c1-11(2)17(21)7-12-6-15-14(18(8-12)22-3)5-4-13(9-19)16(15)10-20/h4-6,8,10,19H,1,7,9H2,2-3H3
• InChI Key: PEWXHGUEJYWSQP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8135	81.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7368	73.68%
P-glycoprotein inhibitior	-	0.7172	71.72%
P-glycoprotein substrate	-	0.6443	64.43%
CYP3A4 substrate	+	0.5669	56.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	+	0.7239	72.39%
CYP2C9 inhibition	+	0.5916	59.16%
CYP2C19 inhibition	+	0.7751	77.51%
CYP2D6 inhibition	-	0.6815	68.15%
CYP1A2 inhibition	+	0.8685	86.85%
CYP2C8 inhibition	+	0.6917	69.17%
CYP inhibitory promiscuity	+	0.6666	66.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8354	83.54%
Carcinogenicity (trinary)	Non-required	0.7780	77.80%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.6080	60.80%
Skin irritation	-	0.7959	79.59%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5319	53.19%
Micronuclear	-	0.5182	51.82%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6833	68.33%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5905	59.05%
Acute Oral Toxicity (c)	III	0.5461	54.61%
Estrogen receptor binding	+	0.8653	86.53%
Androgen receptor binding	+	0.6639	66.39%
Thyroid receptor binding	-	0.5291	52.91%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.8972	89.72%
Honey bee toxicity	-	0.8313	83.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.98%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	92.21%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.22%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.83%	98.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.43%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.02%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.02%	92.62%
CHEMBL2535	P11166	Glucose transporter	83.71%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.34%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 138756432
• LOTUS: LTS0026664
• wikiData: Q105207468