2-Hydroxy-3-methoxy-6-methyl-5,8-dioxo-4-propan-2-ylnaphthalene-1-carbaldehyde

Details

• Internal ID: 7e65607b-835d-4e5f-a665-5ca27783d8d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-3-methoxy-6-methyl-5,8-dioxo-4-propan-2-ylnaphthalene-1-carbaldehyde
• InChI: InChI=1S/C16H16O5/c1-7(2)11-13-12(10(18)5-8(3)14(13)19)9(6-17)15(20)16(11)21-4/h5-7,20H,1-4H3
• InChI Key: LNVWPMKIJHBDAL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 5
• 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	+	0.9969	99.69%
Caco-2	+	0.5358	53.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8017	80.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7692	76.92%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7938	79.38%
P-glycoprotein inhibitior	-	0.8277	82.77%
P-glycoprotein substrate	-	0.9011	90.11%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8512	85.12%
CYP3A4 inhibition	-	0.5842	58.42%
CYP2C9 inhibition	+	0.5370	53.70%
CYP2C19 inhibition	+	0.6765	67.65%
CYP2D6 inhibition	-	0.7784	77.84%
CYP1A2 inhibition	+	0.8910	89.10%
CYP2C8 inhibition	-	0.8399	83.99%
CYP inhibitory promiscuity	+	0.6606	66.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9335	93.35%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.6201	62.01%
Skin irritation	-	0.6853	68.53%
Skin corrosion	-	0.9700	97.00%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7184	71.84%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6890	68.90%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.4669	46.69%
Estrogen receptor binding	+	0.6638	66.38%
Androgen receptor binding	+	0.5421	54.21%
Thyroid receptor binding	-	0.5846	58.46%
Glucocorticoid receptor binding	-	0.6499	64.99%
Aromatase binding	-	0.5231	52.31%
PPAR gamma	-	0.6920	69.20%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.12%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.76%	98.11%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	91.55%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.95%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.62%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.39%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.18%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.15%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.71%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%

Plants that contains it

• Gossypium barbadense

Cross-Links

• PubChem: 14059507
• LOTUS: LTS0170564
• wikiData: Q105154529