5-[(2R,3S,4R,5R)-6-[[(2S)-2-carboxy-1-[2-(2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene)ethylidene]-6-hydroxy-2,3-dihydroindol-1-ium-5-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxopentanoate

Details

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Internal ID d148040b-071d-445d-b350-427b4902a9aa
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name 5-[(2R,3S,4R,5R)-6-[[(2S)-2-carboxy-1-[2-(2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene)ethylidene]-6-hydroxy-2,3-dihydroindol-1-ium-5-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxopentanoate
SMILES (Canonical) C1C(NC(=CC1=CC=[N+]2C(CC3=CC(=C(C=C32)O)OC4C(C(C(C(O4)OC(=O)CCCC(=O)[O-])O)O)O)C(=O)O)C(=O)O)C(=O)O
SMILES (Isomeric) C1[C@H]([N+](=CC=C2CC(NC(=C2)C(=O)O)C(=O)O)C3=CC(=C(C=C31)OC4[C@@H]([C@H]([C@@H]([C@H](O4)OC(=O)CCCC(=O)[O-])O)O)O)O)C(=O)O
InChI InChI=1S/C28H30N2O16/c31-17-10-15-12(8-16(26(42)43)30(15)5-4-11-6-13(24(38)39)29-14(7-11)25(40)41)9-18(17)44-27-22(36)21(35)23(37)28(46-27)45-20(34)3-1-2-19(32)33/h4-6,9-10,14,16,21-23,27-28,35-37H,1-3,7-8H2,(H5,31,32,33,38,39,40,41,42,43)/t14?,16-,21+,22+,23-,27?,28-/m0/s1
InChI Key DCGMVLYJFORYIG-VJCXAXFISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H30N2O16
Molecular Weight 650.50 g/mol
Exact Mass 650.15953287 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.93
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(2R,3S,4R,5R)-6-[[(2S)-2-carboxy-1-[2-(2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene)ethylidene]-6-hydroxy-2,3-dihydroindol-1-ium-5-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxopentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6912 69.12%
Caco-2 - 0.8980 89.80%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4839 48.39%
OATP2B1 inhibitior - 0.7144 71.44%
OATP1B1 inhibitior + 0.8407 84.07%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7928 79.28%
BSEP inhibitior - 0.6120 61.20%
P-glycoprotein inhibitior + 0.6521 65.21%
P-glycoprotein substrate + 0.6724 67.24%
CYP3A4 substrate + 0.6788 67.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.7954 79.54%
CYP2C9 inhibition - 0.6994 69.94%
CYP2C19 inhibition - 0.7191 71.91%
CYP2D6 inhibition - 0.7816 78.16%
CYP1A2 inhibition - 0.5970 59.70%
CYP2C8 inhibition + 0.7399 73.99%
CYP inhibitory promiscuity - 0.7592 75.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4701 47.01%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.7683 76.83%
Skin corrosion - 0.9253 92.53%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4706 47.06%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.8228 82.28%
skin sensitisation - 0.8246 82.46%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7534 75.34%
Acute Oral Toxicity (c) III 0.5873 58.73%
Estrogen receptor binding + 0.7946 79.46%
Androgen receptor binding + 0.6035 60.35%
Thyroid receptor binding - 0.5101 51.01%
Glucocorticoid receptor binding + 0.5715 57.15%
Aromatase binding + 0.5961 59.61%
PPAR gamma + 0.6986 69.86%
Honey bee toxicity - 0.7322 73.22%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.8176 81.76%

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 97.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.70% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.40% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.19% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.08% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.11% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.12% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.25% 91.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.25% 97.21%
CHEMBL3194 P02766 Transthyretin 84.76% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.21% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 84.01% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.85% 96.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.20% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.68% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.48% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.23% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 81.46% 95.62%
CHEMBL2535 P11166 Glucose transporter 81.38% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.04% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 80.96% 92.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.33% 82.50%

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.
Beta vulgaris

Cross-Links

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PubChem 163191005
LOTUS LTS0217912
wikiData Q104975361