Jugnaphthalenoside B

Details

• Internal ID: e4768d0a-1f55-449b-a824-4eb6c2818156
• 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-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxynaphtho[1,2-c]isochromen-6-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C4C(=C5C(=C3)C6=C(C(=C(C=C6C(=O)O5)O)O)O)C=CC=C4O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C4C(=C5C(=C3)C6=C(C(=C(C=C6C(=O)O5)O)O)O)C=CC=C4O)O)O)O)O)O)O
• InChI: InChI=1S/C29H30O16/c1-8-18(32)22(36)24(38)28(42-8)41-7-15-20(34)23(37)25(39)29(44-15)43-14-6-10-16-11(5-13(31)19(33)21(16)35)27(40)45-26(10)9-3-2-4-12(30)17(9)14/h2-6,8,15,18,20,22-25,28-39H,7H2,1H3/t8-,15+,18-,20+,22+,23-,24+,25+,28+,29+/m0/s1
• InChI Key: DCGNSAHTLCWSJS-RBKVSZQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₀O₁₆
• Molecular Weight: 634.50 g/mol
• Exact Mass: 634.15338487 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.05
• 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	-	0.5248	52.48%
Caco-2	-	0.9133	91.33%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7399	73.99%
P-glycoprotein inhibitior	-	0.6289	62.89%
P-glycoprotein substrate	+	0.5383	53.83%
CYP3A4 substrate	+	0.6532	65.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.9267	92.67%
CYP2C19 inhibition	-	0.8978	89.78%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.8124	81.24%
CYP2C8 inhibition	+	0.6464	64.64%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8007	80.07%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6893	68.93%
Micronuclear	+	0.6692	66.92%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9048	90.48%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9534	95.34%
Acute Oral Toxicity (c)	III	0.6531	65.31%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.5407	54.07%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.5691	56.91%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	+	0.6920	69.20%
Honey bee toxicity	-	0.7931	79.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8730	87.30%

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	99.69%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.95%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.06%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.78%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.81%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.49%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.35%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.98%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.93%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.50%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.54%	98.75%

Plants that contains it

• Juglans regia

Cross-Links

• PubChem: 60149220
• NPASS: NPC223727