2,3-Dihydroxy-7-methoxy-6-methyl-5,8-dioxo-4-propan-2-ylnaphthalene-1-carbaldehyde

Details

• Internal ID: c0d71def-1d89-4086-9762-eb8ac8b60abd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,3-dihydroxy-7-methoxy-6-methyl-5,8-dioxo-4-propan-2-ylnaphthalene-1-carbaldehyde
• InChI: InChI=1S/C16H16O6/c1-6(2)9-11-10(8(5-17)13(19)14(9)20)15(21)16(22-4)7(3)12(11)18/h5-6,19-20H,1-4H3
• InChI Key: SKHIAAAAGMRNOO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.6422	64.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7732	77.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6955	69.55%
OATP1B3 inhibitior	+	0.9031	90.31%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8152	81.52%
P-glycoprotein inhibitior	-	0.8381	83.81%
P-glycoprotein substrate	-	0.9132	91.32%
CYP3A4 substrate	-	0.5451	54.51%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.6790	67.90%
CYP2C9 inhibition	+	0.6608	66.08%
CYP2C19 inhibition	+	0.5622	56.22%
CYP2D6 inhibition	-	0.7778	77.78%
CYP1A2 inhibition	+	0.8720	87.20%
CYP2C8 inhibition	-	0.8800	88.00%
CYP inhibitory promiscuity	+	0.5856	58.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9317	93.17%
Carcinogenicity (trinary)	Non-required	0.5788	57.88%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.6206	62.06%
Skin irritation	-	0.6882	68.82%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7107	71.07%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.6693	66.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7605	76.05%
Acute Oral Toxicity (c)	III	0.5379	53.79%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	-	0.6369	63.69%
Thyroid receptor binding	-	0.6549	65.49%
Glucocorticoid receptor binding	+	0.5477	54.77%
Aromatase binding	-	0.5552	55.52%
PPAR gamma	-	0.6072	60.72%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	98.49%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.09%	98.11%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.58%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.80%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.00%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.86%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.86%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.08%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.06%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.06%	91.11%

Plants that contains it

• Gossypium hirsutum

Cross-Links

• PubChem: 15520697
• LOTUS: LTS0171400
• wikiData: Q105254813