(4S)-4,5,8-trihydroxytetralone

Details

• Internal ID: 543aa41b-d9f8-4b6e-9eef-6b0063c674d5
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4S)-4,5,8-trihydroxy-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): C1CC(=O)C2=C(C=CC(=C2C1O)O)O
• SMILES (Isomeric): C1CC(=O)C2=C(C=CC(=C2[C@H]1O)O)O
• InChI: InChI=1S/C10H10O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-2,7,11-13H,3-4H2/t7-/m0/s1
• InChI Key: VIORJHPCHINTKE-ZETCQYMHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (4S)-4,5,8-trihydroxytetralone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.6116	61.16%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7728	77.28%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9649	96.49%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9321	93.21%
BSEP inhibitior	-	0.9538	95.38%
P-glycoprotein inhibitior	-	0.9814	98.14%
P-glycoprotein substrate	-	0.9782	97.82%
CYP3A4 substrate	-	0.6526	65.26%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7774	77.74%
CYP3A4 inhibition	+	0.5352	53.52%
CYP2C9 inhibition	-	0.6302	63.02%
CYP2C19 inhibition	+	0.5617	56.17%
CYP2D6 inhibition	-	0.7798	77.98%
CYP1A2 inhibition	+	0.8881	88.81%
CYP2C8 inhibition	-	0.9551	95.51%
CYP inhibitory promiscuity	-	0.7610	76.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.5641	56.41%
Eye corrosion	-	0.9816	98.16%
Eye irritation	+	0.8835	88.35%
Skin irritation	+	0.5692	56.92%
Skin corrosion	-	0.8762	87.62%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7692	76.92%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.5921	59.21%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4533	45.33%
Acute Oral Toxicity (c)	III	0.7588	75.88%
Estrogen receptor binding	-	0.5775	57.75%
Androgen receptor binding	-	0.5124	51.24%
Thyroid receptor binding	-	0.6570	65.70%
Glucocorticoid receptor binding	-	0.5751	57.51%
Aromatase binding	-	0.8744	87.44%
PPAR gamma	+	0.6071	60.71%
Honey bee toxicity	-	0.9363	93.63%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6740	67.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.71%	83.82%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	86.62%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.85%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.50%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.43%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.40%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.02%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Juglans regia
• Juglans sigillata

Cross-Links

• PubChem: 46239261
• LOTUS: LTS0002152
• wikiData: Q105286930