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

Details

• Internal ID: ade4f1a8-c57c-4a07-8e3f-57186b712652
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: (2S)-4-[(E)-2-[(2R)-2-carboxy-5-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• InChI: InChI=1S/C27H28N2O16/c30-16-7-14-11(5-15(26(41)42)29(14)2-1-10-3-12(24(37)38)28-13(4-10)25(39)40)6-17(16)44-27-23(36)22(35)21(34)18(45-27)9-43-20(33)8-19(31)32/h1-3,6-7,13,15,18,21-23,27,30,34-36H,4-5,8-9H2,(H,31,32)(H,37,38)(H,39,40)(H,41,42)/b2-1+/t13-,15+,18+,21+,22-,23+,27+/m0/s1
• InChI Key: RCMQSTDOCANJCT-GARCTXKRSA-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	+	0.6839	68.39%
Caco-2	-	0.8901	89.01%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4945	49.45%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8428	84.28%
BSEP inhibitior	+	0.7513	75.13%
P-glycoprotein inhibitior	+	0.6844	68.44%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6671	66.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.7880	78.80%
CYP2C19 inhibition	-	0.8023	80.23%
CYP2D6 inhibition	-	0.8504	85.04%
CYP1A2 inhibition	-	0.5733	57.33%
CYP2C8 inhibition	+	0.6854	68.54%
CYP inhibitory promiscuity	-	0.8362	83.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5240	52.40%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6123	61.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4824	48.24%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8372	83.72%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.5374	53.74%
Thyroid receptor binding	-	0.5734	57.34%
Glucocorticoid receptor binding	+	0.5374	53.74%
Aromatase binding	+	0.5959	59.59%
PPAR gamma	+	0.6696	66.96%
Honey bee toxicity	-	0.8160	81.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9360	93.60%

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	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.95%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.82%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	86.98%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.74%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.73%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.44%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.53%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.92%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.53%	90.71%
CHEMBL230	P35354	Cyclooxygenase-2	82.43%	89.63%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.29%	97.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.64%	99.15%
CHEMBL5028	O14672	ADAM10	81.61%	97.50%
CHEMBL3891	P07384	Calpain 1	81.32%	93.04%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.16%	95.64%

Plants that contains it

• Selenicereus monacanthus

Cross-Links

• PubChem: 101168512
• LOTUS: LTS0199881
• wikiData: Q104389749