[(2R,3S,4S,5R,6S)-6-[[(8S)-4,8-dihydroxy-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 9d686c72-b7e3-449c-836e-e26f2db7cb0a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(8S)-4,8-dihydroxy-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C23H24O13/c24-9-1-2-11(26)17-14(4-3-10(25)16(9)17)35-23-21(32)20(31)19(30)15(36-23)7-34-22(33)8-5-12(27)18(29)13(28)6-8/h3-6,11,15,19-21,23,25-32H,1-2,7H2/t11-,15+,19+,20-,21+,23+/m0/s1
• InChI Key: GFYUFBXKWIZMRP-SGUKKIRBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₃
• Molecular Weight: 508.40 g/mol
• Exact Mass: 508.12169082 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6424	64.24%
Caco-2	-	0.8913	89.13%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5851	58.51%
OATP2B1 inhibitior	-	0.7080	70.80%
OATP1B1 inhibitior	+	0.8155	81.55%
OATP1B3 inhibitior	+	0.9044	90.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6668	66.68%
P-glycoprotein inhibitior	-	0.5060	50.60%
P-glycoprotein substrate	-	0.8221	82.21%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.8426	84.26%
CYP2C8 inhibition	+	0.6319	63.19%
CYP inhibitory promiscuity	-	0.9465	94.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8757	87.57%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5499	54.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.6507	65.07%
Micronuclear	+	0.5092	50.92%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9117	91.17%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	+	0.7699	76.99%
Androgen receptor binding	+	0.6332	63.32%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	-	0.4856	48.56%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6265	62.65%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.8258	82.58%

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	99.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.77%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.98%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.18%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.68%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.64%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.42%	86.33%
CHEMBL3194	P02766	Transthyretin	89.39%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.46%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.21%	96.38%
CHEMBL2581	P07339	Cathepsin D	88.14%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.77%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.35%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	86.28%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.48%	95.78%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.47%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.04%	96.21%

Plants that contains it

• Juglans mandshurica

Cross-Links

• PubChem: 10346156
• LOTUS: LTS0051737
• wikiData: Q105007899