5,8-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 12e1dba9-c027-4e37-b712-4d2d216873d5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5,8-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-naphthalen-1-one
• InChI: InChI=1S/C16H20O9/c17-5-10-13(21)14(22)15(23)16(25-10)24-9-4-3-7(19)11-6(18)1-2-8(20)12(9)11/h1-2,9-10,13-18,20-23H,3-5H2
• InChI Key: VSTQVJRVPQBMRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₉
• Molecular Weight: 356.32 g/mol
• Exact Mass: 356.11073221 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5328	53.28%
Caco-2	-	0.8952	89.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6435	64.35%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8893	88.93%
P-glycoprotein inhibitior	-	0.9065	90.65%
P-glycoprotein substrate	-	0.9471	94.71%
CYP3A4 substrate	+	0.5177	51.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.9045	90.45%
CYP2C9 inhibition	-	0.7041	70.41%
CYP2C19 inhibition	-	0.7784	77.84%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.7615	76.15%
CYP2C8 inhibition	-	0.8052	80.52%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7104	71.04%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8234	82.34%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.6229	62.29%
Human Ether-a-go-go-Related Gene inhibition	-	0.6509	65.09%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8101	81.01%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5905	59.05%
Estrogen receptor binding	-	0.4781	47.81%
Androgen receptor binding	+	0.5901	59.01%
Thyroid receptor binding	-	0.5909	59.09%
Glucocorticoid receptor binding	-	0.5323	53.23%
Aromatase binding	-	0.5992	59.92%
PPAR gamma	+	0.5353	53.53%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4551	45.51%

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	99.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.93%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.93%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.82%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.00%	99.15%

Plants that contains it

• Juglans mandshurica

Cross-Links

• PubChem: 73802867
• LOTUS: LTS0111973
• wikiData: Q105292497