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

Details

• Internal ID: 6d1ecd83-11be-4e3e-9f64-594765241886
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-4-[2-[(2S)-2-carboxy-5-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• InChI: InChI=1S/C33H32N2O15/c36-18-4-1-15(2-5-18)3-6-26(38)48-14-25-27(39)28(40)29(41)33(50-25)49-24-13-21-17(12-23(24)37)11-22(32(46)47)35(21)8-7-16-9-19(30(42)43)34-20(10-16)31(44)45/h1-9,12-13,20,22,25,27-29,33,36-37,39-41H,10-11,14H2,(H,42,43)(H,44,45)(H,46,47)/b6-3-,8-7?/t20-,22-,25+,27+,28-,29+,33+/m0/s1
• InChI Key: YGLDJHLOOPYMED-UTKCNSECSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₂N₂O₁₅
• Molecular Weight: 696.60 g/mol
• Exact Mass: 696.18026832 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4778	47.78%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5667	56.67%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8428	84.28%
BSEP inhibitior	+	0.9066	90.66%
P-glycoprotein inhibitior	+	0.7078	70.78%
P-glycoprotein substrate	+	0.5123	51.23%
CYP3A4 substrate	+	0.6848	68.48%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8420	84.20%
CYP2C9 inhibition	-	0.7123	71.23%
CYP2C19 inhibition	-	0.7471	74.71%
CYP2D6 inhibition	-	0.8264	82.64%
CYP1A2 inhibition	-	0.5361	53.61%
CYP2C8 inhibition	+	0.8079	80.79%
CYP inhibitory promiscuity	-	0.6834	68.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5423	54.23%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7815	78.15%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.6823	68.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7156	71.56%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.7393	73.93%
skin sensitisation	-	0.8366	83.66%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8235	82.35%
Acute Oral Toxicity (c)	III	0.6004	60.04%
Estrogen receptor binding	+	0.7818	78.18%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5963	59.63%
Aromatase binding	+	0.5238	52.38%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.7715	77.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9485	94.85%

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	97.65%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.50%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.61%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.18%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.76%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.86%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.40%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL3891	P07384	Calpain 1	86.16%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.63%	99.23%
CHEMBL3194	P02766	Transthyretin	85.05%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.31%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.17%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	82.60%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.53%	89.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.47%	80.78%

Plants that contains it

• Basella alba

Cross-Links

• PubChem: 163189498
• LOTUS: LTS0050211
• wikiData: Q105348135