2,6-Dihydroxy-4,7-dimethyl-2-propan-2-ylnaphthalen-1-one

Details

• Internal ID: a9700606-46f4-4639-9cc9-05ae514d9789
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 2,6-dihydroxy-4,7-dimethyl-2-propan-2-ylnaphthalen-1-one
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(=CC(C2=O)(C(C)C)O)C
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C(=CC(C2=O)(C(C)C)O)C
• InChI: InChI=1S/C15H18O3/c1-8(2)15(18)7-10(4)11-6-13(16)9(3)5-12(11)14(15)17/h5-8,16,18H,1-4H3
• InChI Key: KXIUPESKOQTYRQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8213	82.13%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8606	86.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8102	81.02%
P-glycoprotein inhibitior	-	0.8866	88.66%
P-glycoprotein substrate	-	0.9169	91.69%
CYP3A4 substrate	-	0.5459	54.59%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	-	0.5876	58.76%
CYP2C9 inhibition	+	0.8356	83.56%
CYP2C19 inhibition	+	0.8279	82.79%
CYP2D6 inhibition	-	0.6574	65.74%
CYP1A2 inhibition	+	0.8360	83.60%
CYP2C8 inhibition	-	0.9499	94.99%
CYP inhibitory promiscuity	+	0.8760	87.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.4932	49.32%
Skin irritation	-	0.5261	52.61%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7560	75.60%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	+	0.6591	65.91%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4793	47.93%
Acute Oral Toxicity (c)	III	0.7646	76.46%
Estrogen receptor binding	+	0.5705	57.05%
Androgen receptor binding	-	0.5516	55.16%
Thyroid receptor binding	+	0.6960	69.60%
Glucocorticoid receptor binding	+	0.6109	61.09%
Aromatase binding	-	0.5195	51.95%
PPAR gamma	-	0.4928	49.28%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.45%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.78%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.55%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.89%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.68%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.53%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.64%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.81%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.73%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.07%	93.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.90%	85.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.07%	83.82%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.82%	94.00%

Plants that contains it

• Heterotheca inuloides

Cross-Links

• PubChem: 10857762
• LOTUS: LTS0164719
• wikiData: Q105147360