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

Details

• Internal ID: af551285-4294-4196-bff7-229aefa096d2
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2R,3R)-2-hydroxy-8-(methoxymethyl)-5-methyl-3-prop-1-en-2-yl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1=C2CC(C(C(=O)C2=C(C=C1)COC)O)C(=C)C
• SMILES (Isomeric): CC1=C2C[C@@H]([C@H](C(=O)C2=C(C=C1)COC)O)C(=C)C
• 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/h5-6,12,15,17H,1,7-8H2,2-4H3/t12-,15-/m1/s1
• InChI Key: ZOFZFNULWHEXPL-IUODEOHRSA-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: 2.60
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.7936	79.36%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8138	81.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9491	94.91%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4607	46.07%
P-glycoprotein inhibitior	-	0.8720	87.20%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.5464	54.64%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.5678	56.78%
CYP2C9 inhibition	-	0.5182	51.82%
CYP2C19 inhibition	+	0.5056	50.56%
CYP2D6 inhibition	-	0.8001	80.01%
CYP1A2 inhibition	+	0.7311	73.11%
CYP2C8 inhibition	-	0.5910	59.10%
CYP inhibitory promiscuity	-	0.6510	65.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8648	86.48%
Carcinogenicity (trinary)	Non-required	0.7300	73.00%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.6794	67.94%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4574	45.74%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.6484	64.84%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5501	55.01%
Acute Oral Toxicity (c)	III	0.5314	53.14%
Estrogen receptor binding	-	0.5486	54.86%
Androgen receptor binding	-	0.5396	53.96%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	-	0.8588	85.88%
PPAR gamma	-	0.5544	55.44%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.78%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.79%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.35%	96.95%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162820534
• LOTUS: LTS0252072
• wikiData: Q105380457