(2R,3S)-2-hydroxy-3-(2-hydroxypropan-2-yl)-5,8-dimethyl-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 07e5e57d-300e-4fc6-bd95-69156f77fece
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2R,3S)-2-hydroxy-3-(2-hydroxypropan-2-yl)-5,8-dimethyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1=C2CC(C(C(=O)C2=C(C=C1)C)O)C(C)(C)O
• SMILES (Isomeric): CC1=C2C[C@@H]([C@H](C(=O)C2=C(C=C1)C)O)C(C)(C)O
• InChI: InChI=1S/C15H20O3/c1-8-5-6-9(2)12-10(8)7-11(15(3,4)18)13(16)14(12)17/h5-6,11,13,16,18H,7H2,1-4H3/t11-,13+/m0/s1
• InChI Key: JNGKSECPHZPRSM-WCQYABFASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.79
• 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	+	0.9958	99.58%
Caco-2	+	0.7457	74.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7532	75.32%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9756	97.56%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7058	70.58%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.8633	86.33%
CYP3A4 substrate	-	0.5746	57.46%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.5540	55.40%
CYP2C19 inhibition	-	0.7115	71.15%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	+	0.6723	67.23%
CYP2C8 inhibition	-	0.9011	90.11%
CYP inhibitory promiscuity	-	0.6904	69.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6323	63.23%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.6690	66.90%
Skin irritation	-	0.5369	53.69%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3971	39.71%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	-	0.5393	53.93%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7286	72.86%
Acute Oral Toxicity (c)	III	0.8138	81.38%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6634	66.34%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	+	0.5812	58.12%
Aromatase binding	-	0.8104	81.04%
PPAR gamma	+	0.7197	71.97%
Honey bee toxicity	-	0.9736	97.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.69%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.64%	93.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.99%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	83.26%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 101316763
• LOTUS: LTS0203496
• wikiData: Q105131900