(3S,4S)-3,4,8-trihydroxy-7-[(1R)-1-hydroxyethyl]-6-methoxy-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: a78f7b88-c9e7-4124-bce7-d80f16a6bb9a
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (3S,4S)-3,4,8-trihydroxy-7-[(1R)-1-hydroxyethyl]-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
• InChI: InChI=1S/C13H16O6/c1-5(14)10-9(19-2)3-6-11(13(10)18)7(15)4-8(16)12(6)17/h3,5,8,12,14,16-18H,4H2,1-2H3/t5-,8+,12+/m1/s1
• InChI Key: JUYDSZLRDNCNHR-CQZAFVHCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9629	96.29%
Caco-2	-	0.8001	80.01%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5863	58.63%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9613	96.13%
P-glycoprotein inhibitior	-	0.9302	93.02%
P-glycoprotein substrate	-	0.7179	71.79%
CYP3A4 substrate	+	0.5348	53.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7750	77.50%
CYP3A4 inhibition	-	0.5196	51.96%
CYP2C9 inhibition	-	0.9255	92.55%
CYP2C19 inhibition	-	0.7953	79.53%
CYP2D6 inhibition	-	0.7581	75.81%
CYP1A2 inhibition	+	0.8174	81.74%
CYP2C8 inhibition	-	0.8733	87.33%
CYP inhibitory promiscuity	-	0.8345	83.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.7906	79.06%
Skin irritation	-	0.5559	55.59%
Skin corrosion	-	0.8801	88.01%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7529	75.29%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5275	52.75%
skin sensitisation	-	0.7621	76.21%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7820	78.20%
Acute Oral Toxicity (c)	III	0.6395	63.95%
Estrogen receptor binding	-	0.5639	56.39%
Androgen receptor binding	-	0.5932	59.32%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.6968	69.68%
Aromatase binding	-	0.7096	70.96%
PPAR gamma	-	0.6268	62.68%
Honey bee toxicity	-	0.8122	81.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8178	81.78%

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	99.71%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.71%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.98%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.39%	89.00%
CHEMBL4208	P20618	Proteasome component C5	86.18%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.68%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.98%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.87%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.37%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.98%	92.68%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163024123
• LOTUS: LTS0092123
• wikiData: Q105135519