(2S)-4-[(E)-2-[(2S)-2-carboxy-5-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Details

• Internal ID: ec41f590-54dd-49a7-a3be-337fdee9ab86
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-4-[(E)-2-[(2S)-2-carboxy-5-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C4CC(N(C4=C3)C=CC5=CC(=NC(C5)C(=O)O)C(=O)O)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C4C[C@H](N(C4=C3)/C=C/C5=CC(=N[C@@H](C5)C(=O)O)C(=O)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C34H34N2O16/c1-49-24-10-15(2-4-22(24)37)3-5-27(39)50-14-26-28(40)29(41)30(42)34(52-26)51-25-13-20-17(12-23(25)38)11-21(33(47)48)36(20)7-6-16-8-18(31(43)44)35-19(9-16)32(45)46/h2-8,10,12-13,19,21,26,28-30,34,37-38,40-42H,9,11,14H2,1H3,(H,43,44)(H,45,46)(H,47,48)/b5-3+,7-6+/t19-,21-,26+,28+,29-,30+,34+/m0/s1
• InChI Key: PXNIAEJRBLDIMX-KTIVJGJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄N₂O₁₆
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.19083300 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5362	53.62%
Caco-2	-	0.8817	88.17%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8465	84.65%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8361	83.61%
BSEP inhibitior	+	0.9460	94.60%
P-glycoprotein inhibitior	+	0.7309	73.09%
P-glycoprotein substrate	+	0.5570	55.70%
CYP3A4 substrate	+	0.6951	69.51%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.7797	77.97%
CYP2C9 inhibition	-	0.6727	67.27%
CYP2C19 inhibition	-	0.6814	68.14%
CYP2D6 inhibition	-	0.8033	80.33%
CYP1A2 inhibition	-	0.6013	60.13%
CYP2C8 inhibition	+	0.7947	79.47%
CYP inhibitory promiscuity	-	0.6145	61.45%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5069	50.69%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.7848	78.48%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.7023	70.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7922	79.22%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.7393	73.93%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9120	91.20%
Acute Oral Toxicity (c)	III	0.6294	62.94%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.6344	63.44%
Thyroid receptor binding	+	0.5158	51.58%
Glucocorticoid receptor binding	+	0.6277	62.77%
Aromatase binding	+	0.5631	56.31%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9125	91.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.58%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	98.13%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.16%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.13%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.45%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.10%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.27%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.15%	80.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.13%	89.62%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	85.43%	88.48%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.31%	95.89%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.75%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.24%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.02%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.20%	98.75%

Plants that contains it

• Basella alba

Cross-Links

• PubChem: 101105498
• LOTUS: LTS0172617
• wikiData: Q104375804