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

Details

• Internal ID: 262844a1-86ce-4c51-8c77-e1547f94c2a0
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2R,4R)-4-hydroxy-2-(3-methylbut-2-enyl)-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC(=CCC1CC(C2=CC=CC=C2C1=O)O)C
• SMILES (Isomeric): CC(=CC[C@@H]1C[C@H](C2=CC=CC=C2C1=O)O)C
• InChI: InChI=1S/C15H18O2/c1-10(2)7-8-11-9-14(16)12-5-3-4-6-13(12)15(11)17/h3-7,11,14,16H,8-9H2,1-2H3/t11-,14-/m1/s1
• InChI Key: BTQXIESSQVRLCV-BXUZGUMPSA-N
• Popularity: 0 references 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: 2.90
• 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	+	0.9030	90.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7951	79.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8867	88.67%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.8128	81.28%
CYP3A4 substrate	+	0.5304	53.04%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.7957	79.57%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.5127	51.27%
CYP2C19 inhibition	+	0.7207	72.07%
CYP2D6 inhibition	+	0.5381	53.81%
CYP1A2 inhibition	+	0.7271	72.71%
CYP2C8 inhibition	-	0.8869	88.69%
CYP inhibitory promiscuity	+	0.8196	81.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8324	83.24%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5749	57.49%
Skin irritation	-	0.5406	54.06%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7208	72.08%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	+	0.8002	80.02%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6331	63.31%
Acute Oral Toxicity (c)	III	0.7586	75.86%
Estrogen receptor binding	-	0.7213	72.13%
Androgen receptor binding	+	0.5423	54.23%
Thyroid receptor binding	-	0.5567	55.67%
Glucocorticoid receptor binding	-	0.7039	70.39%
Aromatase binding	-	0.7031	70.31%
PPAR gamma	+	0.5552	55.52%
Honey bee toxicity	-	0.9135	91.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.89%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.71%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.83%	90.17%

Plants that contains it

• Ekmanianthe longiflora

Cross-Links

• PubChem: 163007506
• LOTUS: LTS0160693
• wikiData: Q104945805