2-hydroxy-8-(methoxymethyl)-5-methyl-3-propan-2-ylidene-4H-naphthalen-1-one

Details

• Internal ID: 6c6f9ba7-30d3-4881-b41d-1cac12a6b106
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 2-hydroxy-8-(methoxymethyl)-5-methyl-3-propan-2-ylidene-4H-naphthalen-1-one
• SMILES (Canonical): CC1=C2CC(=C(C)C)C(C(=O)C2=C(C=C1)COC)O
• SMILES (Isomeric): CC1=C2CC(=C(C)C)C(C(=O)C2=C(C=C1)COC)O
• InChI: InChI=1S/C16H20O3/c1-9(2)12-7-13-10(3)5-6-11(8-19-4)14(13)16(18)15(12)17/h5-6,15,17H,7-8H2,1-4H3
• InChI Key: YLZMCKDMPWODPI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.9105	91.05%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8778	87.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9549	95.49%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5586	55.86%
P-glycoprotein inhibitior	-	0.8841	88.41%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	+	0.5384	53.84%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.7152	71.52%
CYP2C9 inhibition	+	0.6528	65.28%
CYP2C19 inhibition	+	0.6036	60.36%
CYP2D6 inhibition	-	0.7124	71.24%
CYP1A2 inhibition	+	0.7924	79.24%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.5677	56.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8738	87.38%
Carcinogenicity (trinary)	Non-required	0.7145	71.45%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.5280	52.80%
Skin irritation	-	0.8217	82.17%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4129	41.29%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.6135	61.35%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4746	47.46%
Acute Oral Toxicity (c)	III	0.5541	55.41%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	-	0.4902	49.02%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	-	0.7524	75.24%
PPAR gamma	+	0.5609	56.09%
Honey bee toxicity	-	0.8430	84.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.76%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.61%	89.62%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162820570
• LOTUS: LTS0144361
• wikiData: Q104201825