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

Details

• Internal ID: 19b91eea-1df8-4df0-a81e-85c7c5603836
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (3S,4S)-3,4,8-trihydroxy-7-(2-hydroxyethyl)-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
• InChI: InChI=1S/C13H16O6/c1-19-10-4-7-11(13(18)6(10)2-3-14)8(15)5-9(16)12(7)17/h4,9,12,14,16-18H,2-3,5H2,1H3/t9-,12-/m0/s1
• InChI Key: VDDJNSXFYJHUDW-CABZTGNLSA-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: -0.30
• Atomic LogP (AlogP): -0.08
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	-	0.7527	75.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8024	80.24%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8053	80.53%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	-	0.9507	95.07%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.6793	67.93%
CYP3A4 substrate	+	0.5692	56.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7776	77.76%
CYP3A4 inhibition	-	0.7626	76.26%
CYP2C9 inhibition	-	0.7759	77.59%
CYP2C19 inhibition	-	0.6595	65.95%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	+	0.8900	89.00%
CYP2C8 inhibition	-	0.5843	58.43%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8810	88.10%
Skin irritation	-	0.6799	67.99%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7636	76.36%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.7492	74.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7141	71.41%
Acute Oral Toxicity (c)	III	0.7531	75.31%
Estrogen receptor binding	-	0.6393	63.93%
Androgen receptor binding	-	0.5463	54.63%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.7331	73.31%
Aromatase binding	-	0.7099	70.99%
PPAR gamma	+	0.6412	64.12%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	-	0.4434	44.34%

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	97.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.66%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.58%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.92%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.66%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.84%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.70%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.46%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.15%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53360464
• LOTUS: LTS0234038
• wikiData: Q105284092