4-hydroxy-3-(3-methylbut-2-enyl)-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 2043bdec-b8eb-47b7-8d5b-2ba0f21836a7
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 4-hydroxy-3-(3-methylbut-2-enyl)-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC(=CCC1CC(=O)C2=CC=CC=C2C1O)C
• SMILES (Isomeric): CC(=CCC1CC(=O)C2=CC=CC=C2C1O)C
• InChI: InChI=1S/C15H18O2/c1-10(2)7-8-11-9-14(16)12-5-3-4-6-13(12)15(11)17/h3-7,11,15,17H,8-9H2,1-2H3
• InChI Key: LBJSSKOQMCUURJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 2
• 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	+	0.8910	89.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8520	85.20%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.8002	80.02%
CYP3A4 substrate	-	0.5216	52.16%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.7957	79.57%
CYP3A4 inhibition	-	0.7040	70.40%
CYP2C9 inhibition	+	0.6290	62.90%
CYP2C19 inhibition	+	0.7182	71.82%
CYP2D6 inhibition	-	0.5841	58.41%
CYP1A2 inhibition	+	0.8116	81.16%
CYP2C8 inhibition	-	0.9041	90.41%
CYP inhibitory promiscuity	+	0.8002	80.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8335	83.35%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9837	98.37%
Eye irritation	+	0.5726	57.26%
Skin irritation	-	0.5933	59.33%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5409	54.09%
Micronuclear	-	0.7482	74.82%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.8764	87.64%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.6925	69.25%
Estrogen receptor binding	-	0.7618	76.18%
Androgen receptor binding	-	0.6408	64.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6929	69.29%
Aromatase binding	-	0.7895	78.95%
PPAR gamma	+	0.5265	52.65%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.93%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.86%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	85.78%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.10%	82.69%

Plants that contains it

• Lippia origanoides

Cross-Links

• PubChem: 75059649
• LOTUS: LTS0144049
• wikiData: Q105149368