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

Details

• Internal ID: b120ba85-41cb-4e20-816f-9c729ef4351a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (4S)-4,8-dihydroxy-5-[(2S,3R,4S,5S,6R)-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/h3-4,8,10,13-17,19-23H,1-2,5H2/t8-,10+,13+,14-,15+,16+/m0/s1
• InChI Key: ALFSMVLFWLIEED-FAPMDJLWSA-N
• Popularity: 2 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: -1.10
• Atomic LogP (AlogP): -1.42
• 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	-	0.4609	46.09%
Caco-2	-	0.9088	90.88%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5606	56.06%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9142	91.42%
P-glycoprotein inhibitior	-	0.9049	90.49%
P-glycoprotein substrate	-	0.9417	94.17%
CYP3A4 substrate	+	0.5302	53.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.8642	86.42%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	-	0.8270	82.70%
CYP2C8 inhibition	-	0.7512	75.12%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7169	71.69%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8720	87.20%
Skin irritation	-	0.7704	77.04%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	+	0.6429	64.29%
Human Ether-a-go-go-Related Gene inhibition	-	0.6431	64.31%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7999	79.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5108	51.08%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.6010	60.10%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5886	58.86%
Glucocorticoid receptor binding	-	0.5847	58.47%
Aromatase binding	-	0.5799	57.99%
PPAR gamma	+	0.6414	64.14%
Honey bee toxicity	-	0.8466	84.66%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	-	0.5539	55.39%

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	98.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.75%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	87.69%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.67%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.13%	99.17%

Plants that contains it

• Juglans mandshurica

Cross-Links

• PubChem: 21577031
• LOTUS: LTS0179156
• wikiData: Q104914090