(2S)-2-[3-[(E)-2-[(2S,3R,4S)-5-carbamoyl-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]-5-hydroxy-5-oxopentanoate

Details

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Internal ID 25ad7124-7fed-41ef-8560-5306c53ba05f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S)-2-[3-[(E)-2-[(2S,3R,4S)-5-carbamoyl-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]-5-hydroxy-5-oxopentanoate
SMILES (Canonical) C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)N)C=CC3=C[N+](=CC=C3)C(CCC(=O)O)C(=O)[O-]
SMILES (Isomeric) C=C[C@@H]1[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)N)/C=C/C3=C[N+](=CC=C3)[C@@H](CCC(=O)O)C(=O)[O-]
InChI InChI=1S/C26H32N2O12/c1-2-14-15(6-5-13-4-3-9-28(10-13)17(24(36)37)7-8-19(30)31)16(23(27)35)12-38-25(14)40-26-22(34)21(33)20(32)18(11-29)39-26/h2-6,9-10,12,14-15,17-18,20-22,25-26,29,32-34H,1,7-8,11H2,(H3-,27,30,31,35,36,37)/b6-5+/t14-,15+,17+,18-,20-,21+,22-,25+,26+/m1/s1
InChI Key YVWGWUVWWCCHKY-FNBSTERNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H32N2O12
Molecular Weight 564.50 g/mol
Exact Mass 564.19552446 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -2.90
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[3-[(E)-2-[(2S,3R,4S)-5-carbamoyl-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]-5-hydroxy-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 - 0.9027 90.27%
Caco-2 - 0.9103 91.03%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Nucleus 0.3899 38.99%
OATP2B1 inhibitior - 0.7088 70.88%
OATP1B1 inhibitior + 0.8222 82.22%
OATP1B3 inhibitior + 0.9364 93.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5808 58.08%
P-glycoprotein inhibitior - 0.4933 49.33%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6686 66.86%
CYP2C9 substrate + 0.5954 59.54%
CYP2D6 substrate - 0.8637 86.37%
CYP3A4 inhibition - 0.8424 84.24%
CYP2C9 inhibition - 0.8263 82.63%
CYP2C19 inhibition - 0.7937 79.37%
CYP2D6 inhibition - 0.8740 87.40%
CYP1A2 inhibition - 0.8164 81.64%
CYP2C8 inhibition + 0.6543 65.43%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5304 53.04%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9443 94.43%
Skin irritation - 0.7824 78.24%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7097 70.97%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8650 86.50%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8049 80.49%
Acute Oral Toxicity (c) III 0.5842 58.42%
Estrogen receptor binding + 0.6710 67.10%
Androgen receptor binding + 0.6796 67.96%
Thyroid receptor binding + 0.5645 56.45%
Glucocorticoid receptor binding + 0.5711 57.11%
Aromatase binding + 0.5535 55.35%
PPAR gamma + 0.6896 68.96%
Honey bee toxicity - 0.6578 65.78%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity - 0.7469 74.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.69% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.66% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.29% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.46% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.06% 99.17%
CHEMBL2581 P07339 Cathepsin D 88.83% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.43% 100.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 85.46% 88.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.35% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.35% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 82.89% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.69% 94.45%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.29% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.48% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.11% 97.36%

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.
Acacia aulacocarpa
Anemonastrum flaccidum
Ardisia neriifolia
Aspidosperma subincanum
Cryptocarya aschersoniana
Eupatorium argentinum
Garcinia madruno
Guatteria ucayalina
Juniperus brevifolia
Lonicera japonica
Peritassa compta
Psiadia dentata

Cross-Links

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PubChem 76328124
NPASS NPC20593