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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f0bccd81-fa2c-41f6-8d14-af419437b95a
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,4S,5R,6R)-6-[(2-carboxyacetyl)oxymethyl]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-hydroxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H36N2O20/c35-10-32(49)11-51-31(26(32)42)54-25-24(41)23(40)20(9-50-22(39)8-21(37)38)53-30(25)52-19-6-13-5-17(29(47)48)34(16(13)7-18(19)36)2-1-12-3-14(27(43)44)33-15(4-12)28(45)46/h1-3,6-7,15,17,20,23-26,30-31,35-36,40-42,49H,4-5,8-11H2,(H,37,38)(H,43,44)(H,45,46)(H,47,48)/b2-1+/t15-,17-,20+,23-,24-,25+,26-,30+,31-,32+/m0/s1
InChI Key DHLKWTYFRQQWEW-ILPCPIHESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36N2O20
Molecular Weight 768.60 g/mol
Exact Mass 768.18614154 g/mol
Topological Polar Surface Area (TPSA) 349.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -3.30
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-4-[(E)-2-[(2S)-2-carboxy-5-[(2S,3R,4S,5R,6R)-6-[(2-carboxyacetyl)oxymethyl]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-6-hydroxy-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6107 61.07%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4370 43.70%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8463 84.63%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8902 89.02%
P-glycoprotein inhibitior + 0.7237 72.37%
P-glycoprotein substrate + 0.6620 66.20%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8563 85.63%
CYP3A4 inhibition - 0.8763 87.63%
CYP2C9 inhibition - 0.7971 79.71%
CYP2C19 inhibition - 0.8300 83.00%
CYP2D6 inhibition - 0.8782 87.82%
CYP1A2 inhibition - 0.6375 63.75%
CYP2C8 inhibition + 0.7439 74.39%
CYP inhibitory promiscuity - 0.8225 82.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5058 50.58%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.7686 76.86%
Skin corrosion - 0.9266 92.66%
Ames mutagenesis - 0.5623 56.23%
Human Ether-a-go-go-Related Gene inhibition - 0.3677 36.77%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8144 81.44%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7923 79.23%
Acute Oral Toxicity (c) III 0.5962 59.62%
Estrogen receptor binding + 0.8008 80.08%
Androgen receptor binding + 0.6271 62.71%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5766 57.66%
Aromatase binding + 0.5952 59.52%
PPAR gamma + 0.7231 72.31%
Honey bee toxicity - 0.7300 73.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8876 88.76%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.41% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.60% 95.93%
CHEMBL230 P35354 Cyclooxygenase-2 94.46% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.65% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.92% 96.00%
CHEMBL2581 P07339 Cathepsin D 90.91% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.58% 97.36%
CHEMBL2243 O00519 Anandamide amidohydrolase 90.39% 97.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.19% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.14% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.04% 86.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.69% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.53% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.40% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.31% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.75% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.30% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.07% 94.33%
CHEMBL1951 P21397 Monoamine oxidase A 85.03% 91.49%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.63% 91.07%
CHEMBL5028 O14672 ADAM10 84.02% 97.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.62% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 82.26% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.46% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.39% 99.15%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Selenicereus undatus

Cross-Links

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PubChem 162856886
LOTUS LTS0167457
wikiData Q104980326