4,8-dihydroxy-3-(2-hydroxypropyl)-6-methoxy-2-methyl-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 58860c55-912c-4cfe-a7c6-67339d0ccdda
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 4,8-dihydroxy-3-(2-hydroxypropyl)-6-methoxy-2-methyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1C(C(C2=C(C1=O)C(=CC(=C2)OC)O)O)CC(C)O
• SMILES (Isomeric): CC1C(C(C2=C(C1=O)C(=CC(=C2)OC)O)O)CC(C)O
• InChI: InChI=1S/C15H20O5/c1-7(16)4-10-8(2)14(18)13-11(15(10)19)5-9(20-3)6-12(13)17/h5-8,10,15-17,19H,4H2,1-3H3
• InChI Key: FVAUGDAGHWFUOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• 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	-	0.6216	62.16%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7667	76.67%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.8975	89.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9516	95.16%
P-glycoprotein inhibitior	-	0.8984	89.84%
P-glycoprotein substrate	-	0.8546	85.46%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7707	77.07%
CYP3A4 inhibition	-	0.8229	82.29%
CYP2C9 inhibition	-	0.9209	92.09%
CYP2C19 inhibition	-	0.7668	76.68%
CYP2D6 inhibition	-	0.8041	80.41%
CYP1A2 inhibition	+	0.8515	85.15%
CYP2C8 inhibition	-	0.8432	84.32%
CYP inhibitory promiscuity	-	0.7654	76.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8235	82.35%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7329	73.29%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7996	79.96%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.8150	81.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6617	66.17%
Acute Oral Toxicity (c)	III	0.6164	61.64%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5847	58.47%
Thyroid receptor binding	+	0.6817	68.17%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	-	0.6661	66.61%
PPAR gamma	+	0.6042	60.42%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9654	96.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.48%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.22%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.14%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.37%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.65%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.85%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.13%	91.07%
CHEMBL2535	P11166	Glucose transporter	85.27%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816054
• LOTUS: LTS0141305
• wikiData: Q104166804