(4R)-5,8-dihydroxy-4-methoxy-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: ec509d29-4a22-4928-8cf2-e2ce10b18bd4
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4R)-5,8-dihydroxy-4-methoxy-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): COC1CCC(=O)C2=C(C=CC(=C12)O)O
• SMILES (Isomeric): CO[C@@H]1CCC(=O)C2=C(C=CC(=C12)O)O
• InChI: InChI=1S/C11H12O4/c1-15-9-5-4-7(13)10-6(12)2-3-8(14)11(9)10/h2-3,9,12,14H,4-5H2,1H3/t9-/m1/s1
• InChI Key: JDFAAKGOCYRYTJ-SECBINFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5981	59.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8470	84.70%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9553	95.53%
OATP1B3 inhibitior	+	0.9784	97.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9274	92.74%
P-glycoprotein inhibitior	-	0.9593	95.93%
P-glycoprotein substrate	-	0.9558	95.58%
CYP3A4 substrate	-	0.5546	55.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7837	78.37%
CYP3A4 inhibition	-	0.6449	64.49%
CYP2C9 inhibition	-	0.5748	57.48%
CYP2C19 inhibition	+	0.7112	71.12%
CYP2D6 inhibition	-	0.8220	82.20%
CYP1A2 inhibition	+	0.9675	96.75%
CYP2C8 inhibition	-	0.8806	88.06%
CYP inhibitory promiscuity	-	0.5603	56.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8132	81.32%
Carcinogenicity (trinary)	Non-required	0.5421	54.21%
Eye corrosion	-	0.9729	97.29%
Eye irritation	+	0.8164	81.64%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9072	90.72%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6654	66.54%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5815	58.15%
skin sensitisation	-	0.9022	90.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5676	56.76%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	-	0.7200	72.00%
Glucocorticoid receptor binding	-	0.6113	61.13%
Aromatase binding	-	0.9503	95.03%
PPAR gamma	-	0.5417	54.17%
Honey bee toxicity	-	0.9287	92.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8269	82.69%

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	97.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.27%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.50%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.91%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.91%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.37%	92.94%

Plants that contains it

• Juglans mandshurica
• Juglans regia

Cross-Links

• PubChem: 11171801
• LOTUS: LTS0157086
• wikiData: Q105125413