(1S)-1,7-dihydroxy-1-methyl-4-propan-2-ylnaphthalen-2-one

Details

• Internal ID: d3205c13-90a2-49da-bb4d-982dc13db100
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: (1S)-1,7-dihydroxy-1-methyl-4-propan-2-ylnaphthalen-2-one
• InChI: InChI=1S/C14H16O3/c1-8(2)11-7-13(16)14(3,17)12-6-9(15)4-5-10(11)12/h4-8,15,17H,1-3H3/t14-/m0/s1
• InChI Key: QYXUQVVBCFKBNB-AWEZNQCLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.22
• 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	+	0.7678	76.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8606	86.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8226	82.26%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8745	87.45%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.6477	64.77%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8727	87.27%
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	-	0.8885	88.85%
CYP inhibitory promiscuity	+	0.8760	87.60%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.8536	85.36%
Skin irritation	-	0.5261	52.61%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7710	77.10%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.6591	65.91%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5650	56.50%
Acute Oral Toxicity (c)	III	0.7646	76.46%
Estrogen receptor binding	-	0.5470	54.70%
Androgen receptor binding	+	0.5943	59.43%
Thyroid receptor binding	+	0.6890	68.90%
Glucocorticoid receptor binding	+	0.7054	70.54%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.5844	58.44%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	97.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.01%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.94%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	88.87%	98.35%
CHEMBL4208	P20618	Proteasome component C5	88.67%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.38%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.23%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.11%	90.24%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.99%	85.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.62%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.90%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%

Plants that contains it

• Gossypium hirsutum

Cross-Links

• PubChem: 160557896
• LOTUS: LTS0250860
• wikiData: Q105231167