3,4-Dihydroxy-3,4-dihydronaphthalen-1(2H)-one

Details

• Internal ID: 865a368e-9648-459f-9059-809610a5e5c9
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 3,4-dihydroxy-3,4-dihydro-2H-naphthalen-1-one
• InChI: InChI=1S/C10H10O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-4,9-10,12-13H,5H2
• InChI Key: NOCQQUBFJURTDN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one
• 3,4-Dihydroxy-3,4-dihydronaphthalen-1(2H)-one
• 606492-26-6
• 3,4-DIHYDROXY-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE
• 1(2H)-Naphthalenone,3,4-dihydro-3,4-dihydroxy-,(3S,4S)-
• AKOS015999047
• 1,2,3,4-tetrahydro-1,2-dihydroxy-4-oxonaphthalene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6627	66.27%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7703	77.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9428	94.28%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9343	93.43%
CYP3A4 substrate	-	0.6048	60.48%
CYP2C9 substrate	-	0.7901	79.01%
CYP2D6 substrate	-	0.7517	75.17%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8967	89.67%
CYP2C19 inhibition	-	0.8216	82.16%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	+	0.6696	66.96%
CYP2C8 inhibition	-	0.9392	93.92%
CYP inhibitory promiscuity	-	0.9378	93.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Warning	0.4891	48.91%
Eye corrosion	-	0.9607	96.07%
Eye irritation	+	0.8362	83.62%
Skin irritation	+	0.7417	74.17%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8060	80.60%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.8212	82.12%
skin sensitisation	+	0.7165	71.65%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7063	70.63%
Acute Oral Toxicity (c)	III	0.5321	53.21%
Estrogen receptor binding	-	0.9084	90.84%
Androgen receptor binding	-	0.7551	75.51%
Thyroid receptor binding	-	0.7524	75.24%
Glucocorticoid receptor binding	-	0.8539	85.39%
Aromatase binding	-	0.9198	91.98%
PPAR gamma	+	0.5267	52.67%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7732	77.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.77%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.78%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.91%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.13%	93.03%

Plants that contains it

• Juglans sigillata

Cross-Links

• PubChem: 53439501
• LOTUS: LTS0170304
• wikiData: Q105182481