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

Details

• Internal ID: 68b856fb-a599-4bba-a8b0-9fdd86a09e5d
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2S,3R)-2-hydroxy-3-(2-hydroxypropan-2-yl)-8-(methoxymethyl)-5-methyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1=C2CC(C(C(=O)C2=C(C=C1)COC)O)C(C)(C)O
• SMILES (Isomeric): CC1=C2C[C@H]([C@@H](C(=O)C2=C(C=C1)COC)O)C(C)(C)O
• InChI: InChI=1S/C16H22O4/c1-9-5-6-10(8-20-4)13-11(9)7-12(16(2,3)19)14(17)15(13)18/h5-6,12,14,17,19H,7-8H2,1-4H3/t12-,14+/m1/s1
• InChI Key: GRTATZFIZSZURL-OCCSQVGLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.7430	74.30%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8127	81.27%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9554	95.54%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5778	57.78%
P-glycoprotein inhibitior	-	0.8858	88.58%
P-glycoprotein substrate	-	0.7937	79.37%
CYP3A4 substrate	+	0.5625	56.25%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.8327	83.27%
CYP2C9 inhibition	-	0.6344	63.44%
CYP2C19 inhibition	-	0.7103	71.03%
CYP2D6 inhibition	-	0.8669	86.69%
CYP1A2 inhibition	+	0.6511	65.11%
CYP2C8 inhibition	-	0.5642	56.42%
CYP inhibitory promiscuity	-	0.8286	82.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7046	70.46%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.5901	59.01%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3621	36.21%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6731	67.31%
skin sensitisation	-	0.7809	78.09%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6284	62.84%
Acute Oral Toxicity (c)	III	0.6163	61.63%
Estrogen receptor binding	+	0.7170	71.70%
Androgen receptor binding	-	0.5082	50.82%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	-	0.8035	80.35%
PPAR gamma	+	0.7212	72.12%
Honey bee toxicity	-	0.8652	86.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9777	97.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.14%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.83%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.72%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.67%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.04%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.72%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.60%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.86%	93.65%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 163082667
• LOTUS: LTS0021731
• wikiData: Q105016432