(2R,4S)-2,4,5-trihydroxy-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 585616e9-87a7-4325-8220-99e1e1e55279
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2R,4S)-2,4,5-trihydroxy-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): C1C(C2=C(C=CC=C2O)C(=O)C1O)O
• SMILES (Isomeric): C1[C@@H](C2=C(C=CC=C2O)C(=O)[C@@H]1O)O
• InChI: InChI=1S/C10H10O4/c11-6-3-1-2-5-9(6)7(12)4-8(13)10(5)14/h1-3,7-8,11-13H,4H2/t7-,8+/m0/s1
• InChI Key: IWQBULDDQSARRE-JGVFFNPUSA-N
• Popularity: 1 reference 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: 0.00
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 110901-27-4
• 2,4,5-Trihydroxy-1-tetralone
• (2R,4S)-2,4,5-trihydroxy-3,4-dihydro-2H-naphthalen-1-one
• DTXSID10911890

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	+	0.5394	53.94%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5617	56.17%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9617	96.17%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.9836	98.36%
P-glycoprotein substrate	-	0.9003	90.03%
CYP3A4 substrate	-	0.5680	56.80%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7430	74.30%
CYP3A4 inhibition	-	0.5177	51.77%
CYP2C9 inhibition	+	0.5778	57.78%
CYP2C19 inhibition	-	0.6610	66.10%
CYP2D6 inhibition	-	0.7173	71.73%
CYP1A2 inhibition	+	0.7670	76.70%
CYP2C8 inhibition	-	0.9305	93.05%
CYP inhibitory promiscuity	-	0.6415	64.15%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5480	54.80%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.9087	90.87%
Skin irritation	+	0.7506	75.06%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	+	0.6746	67.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7998	79.98%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6376	63.76%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5319	53.19%
Acute Oral Toxicity (c)	III	0.6868	68.68%
Estrogen receptor binding	-	0.7639	76.39%
Androgen receptor binding	-	0.4886	48.86%
Thyroid receptor binding	-	0.5903	59.03%
Glucocorticoid receptor binding	-	0.7391	73.91%
Aromatase binding	-	0.9373	93.73%
PPAR gamma	+	0.6213	62.13%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8191	81.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.36%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.03%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.40%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.55%	82.69%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.82%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.75%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.24%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.09%	93.40%
CHEMBL308	P06493	Cyclin-dependent kinase 1	80.42%	91.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 130653
• LOTUS: LTS0109894
• wikiData: Q105121792