Jugnaphthalenoside A

Details

• Internal ID: 7f726fe5-7b72-4ed6-a20f-4ba01697e2a5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1,8,9,10-tetrahydroxy-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphtho[1,2-c]isochromen-6-one
• SMILES (Canonical): C1=CC2=C3C(=CC(=C2C(=C1)O)OC4C(C(C(C(O4)CO)O)O)O)C5=C(C(=C(C=C5C(=O)O3)O)O)O
• SMILES (Isomeric): C1=CC2=C3C(=CC(=C2C(=C1)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=C(C(=C(C=C5C(=O)O3)O)O)O
• InChI: InChI=1S/C23H20O12/c24-6-13-17(28)19(30)20(31)23(34-13)33-12-5-8-14-9(4-11(26)16(27)18(14)29)22(32)35-21(8)7-2-1-3-10(25)15(7)12/h1-5,13,17,19-20,23-31H,6H2/t13-,17-,19+,20-,23-/m1/s1
• InChI Key: QZMAMORONKZFIO-PQYCZKCXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₁₂
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.09547607 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9283	92.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	+	0.5937	59.37%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5722	57.22%
P-glycoprotein inhibitior	-	0.6716	67.16%
P-glycoprotein substrate	-	0.7425	74.25%
CYP3A4 substrate	+	0.6214	62.14%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.5940	59.40%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8518	85.18%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	+	0.6563	65.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4913	49.13%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9070	90.70%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.6925	69.25%
Androgen receptor binding	+	0.6538	65.38%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.7148	71.48%
Aromatase binding	+	0.5578	55.78%
PPAR gamma	+	0.6488	64.88%
Honey bee toxicity	-	0.7695	76.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.7790	77.90%

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	99.66%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.36%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.48%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.86%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.32%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.18%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.17%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	85.52%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.07%	92.62%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.37%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.13%	97.09%
CHEMBL3194	P02766	Transthyretin	80.84%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	80.76%	94.45%

Plants that contains it

• Juglans regia

Cross-Links

• PubChem: 60149145
• NPASS: NPC109221