Jugnaphthalenoside C

Details

• Internal ID: 353f890f-ceca-4709-a6c5-d52e473a9110
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1,8,9,10-tetrahydroxy-6-oxonaphtho[1,2-c]isochromen-12-yl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC2=C3C(=CC(=C2C(=C1)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)C6=C(C(=C(C=C6C(=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)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)C6=C(C(=C(C=C6C(=O)O3)O)O)O
• InChI: InChI=1S/C30H24O16/c31-13-3-1-2-10-20(13)17(7-11-19-12(29(42)46-27(10)11)6-16(34)22(36)24(19)38)44-30-26(40)25(39)23(37)18(45-30)8-43-28(41)9-4-14(32)21(35)15(33)5-9/h1-7,18,23,25-26,30-40H,8H2/t18-,23-,25+,26-,30-/m1/s1
• InChI Key: WRJIKDDMSMWWEI-MTRCFAGPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₁₆
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.10643467 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6860	68.60%
Caco-2	-	0.9047	90.47%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	0.5585	55.85%
OATP1B1 inhibitior	+	0.7956	79.56%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5761	57.61%
P-glycoprotein inhibitior	+	0.6550	65.50%
P-glycoprotein substrate	-	0.6055	60.55%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.9041	90.41%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.8875	88.75%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	+	0.7602	76.02%
CYP inhibitory promiscuity	-	0.9101	91.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6940	69.40%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8836	88.36%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6456	64.56%
Micronuclear	+	0.6792	67.92%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8930	89.30%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9761	97.61%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.7504	75.04%
Androgen receptor binding	+	0.7058	70.58%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	+	0.6399	63.99%
Aromatase binding	+	0.5698	56.98%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.7961	79.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9041	90.41%

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	99.44%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.13%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.12%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.87%	91.49%
CHEMBL220	P22303	Acetylcholinesterase	93.06%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.96%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.68%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.10%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.99%	98.75%
CHEMBL3194	P02766	Transthyretin	88.60%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.00%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.95%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.37%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.51%	97.09%

Plants that contains it

• Juglans regia

Cross-Links

• PubChem: 60149221
• NPASS: NPC113914