2-Hydroxy-7,8-dimethoxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde

Details

• Internal ID: d8e766ff-c4ac-4174-980a-201134201fdc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-7,8-dimethoxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
• SMILES (Canonical): CC1=CC2=C(C(=C(C=C2C(C)C)O)C=O)C(=C1OC)OC
• SMILES (Isomeric): CC1=CC2=C(C(=C(C=C2C(C)C)O)C=O)C(=C1OC)OC
• InChI: InChI=1S/C17H20O4/c1-9(2)11-7-14(19)13(8-18)15-12(11)6-10(3)16(20-4)17(15)21-5/h6-9,19H,1-5H3
• InChI Key: UFJNIXVEDFXPGC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.7975	79.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7291	72.91%
P-glycoprotein inhibitior	-	0.8244	82.44%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	-	0.5160	51.60%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.6732	67.32%
CYP2C9 inhibition	-	0.8304	83.04%
CYP2C19 inhibition	+	0.5091	50.91%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	+	0.9417	94.17%
CYP2C8 inhibition	-	0.7732	77.32%
CYP inhibitory promiscuity	-	0.6032	60.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.5574	55.74%
Eye corrosion	-	0.9771	97.71%
Eye irritation	+	0.5755	57.55%
Skin irritation	-	0.7141	71.41%
Skin corrosion	-	0.9874	98.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6013	60.13%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7071	70.71%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.6962	69.62%
Androgen receptor binding	-	0.6525	65.25%
Thyroid receptor binding	+	0.6797	67.97%
Glucocorticoid receptor binding	-	0.5474	54.74%
Aromatase binding	+	0.5702	57.02%
PPAR gamma	+	0.6316	63.16%
Honey bee toxicity	-	0.7976	79.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	97.63%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.39%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.08%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.74%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.73%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.19%	93.56%
CHEMBL2535	P11166	Glucose transporter	84.92%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.56%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.05%	94.00%

Plants that contains it

• Bombax ceiba

Cross-Links

• PubChem: 162954478
• LOTUS: LTS0190770
• wikiData: Q105271900