(2S)-1-[(E)-2-[(2S)-6-carboxy-2-carboxylato-2,3-dihydropyridin-4-yl]ethenyl]-5-hydroxy-6-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindole-2-carboxylate

Details

• Internal ID: 621e7f4e-36b4-4137-8210-af3d7f1be22a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-1-[(E)-2-[(2S)-6-carboxy-2-carboxylato-2,3-dihydropyridin-4-yl]ethenyl]-5-hydroxy-6-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydroindole-2-carboxylate
• SMILES (Canonical): C1C(N=C(C=C1C=CN2C(CC3=CC(=C(C=C32)OC4C(C(C(C(O4)CO)O)O)O)O)C(=O)[O-])C(=O)O)C(=O)[O-]
• SMILES (Isomeric): C1[C@H](N=C(C=C1/C=C/N2[C@@H](CC3=CC(=C(C=C32)OC4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C(=O)[O-])C(=O)O)C(=O)[O-]
• InChI: InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-7-13-10(6-15(16)28)5-14(23(36)37)26(13)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27-31H,4-5,8H2,(H,32,33)(H,34,35)(H,36,37)/p-2/b2-1+/t12-,14-,17+,18+,19-,20+,24?/m0/s1
• InChI Key: IKCBLEDGTPAJDE-KXIYQBGKSA-L
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄N₂O₁₃-₂
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.12783882 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -4.46
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6913	69.13%
Caco-2	-	0.9119	91.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4171	41.71%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6511	65.11%
P-glycoprotein inhibitior	-	0.5262	52.62%
P-glycoprotein substrate	-	0.6359	63.59%
CYP3A4 substrate	+	0.6398	63.98%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.7828	78.28%
CYP2D6 inhibition	-	0.8331	83.31%
CYP1A2 inhibition	-	0.5696	56.96%
CYP2C8 inhibition	+	0.5944	59.44%
CYP inhibitory promiscuity	-	0.7635	76.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6793	67.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.4248	42.48%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7213	72.13%
Acute Oral Toxicity (c)	III	0.5894	58.94%
Estrogen receptor binding	+	0.6381	63.81%
Androgen receptor binding	+	0.5382	53.82%
Thyroid receptor binding	-	0.5718	57.18%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5217	52.17%
PPAR gamma	+	0.6216	62.16%
Honey bee toxicity	-	0.7847	78.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8501	85.01%

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	97.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.19%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.05%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.61%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.17%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.14%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL3891	P07384	Calpain 1	83.16%	93.04%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.78%	97.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.88%	90.71%

Plants that contains it

• Schisandra chinensis

Cross-Links

• PubChem: 25244723
• NPASS: NPC192199