(2S)-4-[(E)-2-[(2S)-2-carboxy-5-[(2S,3R,4R,5S,6R)-5-(2-carboxyacetyl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Details

• Internal ID: eee8a44a-1104-4a23-b601-ddce5870f20f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: (2S)-4-[(E)-2-[(2S)-2-carboxy-5-[(2S,3R,4R,5S,6R)-5-(2-carboxyacetyl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• InChI: InChI=1S/C27H28N2O16/c30-9-18-23(45-20(34)8-19(32)33)21(35)22(36)27(44-18)43-17-6-11-5-15(26(41)42)29(14(11)7-16(17)31)2-1-10-3-12(24(37)38)28-13(4-10)25(39)40/h1-3,6-7,13,15,18,21-23,27,30-31,35-36H,4-5,8-9H2,(H,32,33)(H,37,38)(H,39,40)(H,41,42)/b2-1+/t13-,15-,18+,21+,22+,23+,27+/m0/s1
• InChI Key: IKFMLZRWSCLOMP-JUFXGHKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈N₂O₁₆
• Molecular Weight: 636.50 g/mol
• Exact Mass: 636.14388281 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.77
• 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	+	0.8073	80.73%
Caco-2	-	0.8910	89.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4957	49.57%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7246	72.46%
P-glycoprotein inhibitior	+	0.6829	68.29%
P-glycoprotein substrate	+	0.5557	55.57%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.7956	79.56%
CYP2C9 inhibition	-	0.7212	72.12%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.8505	85.05%
CYP1A2 inhibition	-	0.5351	53.51%
CYP2C8 inhibition	+	0.6573	65.73%
CYP inhibitory promiscuity	-	0.8290	82.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.5923	59.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4904	49.04%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6696	66.96%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7849	78.49%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.5879	58.79%
Thyroid receptor binding	-	0.5667	56.67%
Glucocorticoid receptor binding	-	0.4657	46.57%
Aromatase binding	+	0.5908	59.08%
PPAR gamma	+	0.6680	66.80%
Honey bee toxicity	-	0.7833	78.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8339	83.39%

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	97.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.76%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.65%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.59%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.10%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.06%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.86%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.90%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	81.83%	91.49%
CHEMBL5028	O14672	ADAM10	80.61%	97.50%
CHEMBL1881	P43116	Prostanoid EP2 receptor	80.08%	93.00%

Plants that contains it

• Selenicereus undatus

Cross-Links

• PubChem: 162821393
• LOTUS: LTS0042639
• wikiData: Q105114346