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1-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-6-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic 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 69dbc363-f872-4555-b21b-46be8423136b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 1-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-6-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
SMILES (Canonical) COC(=O)C1=COC(C(C1CC2C3=C(CC(N2)C(=O)O)C4=C(N3)C=CC(=C4)O)C=C)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C(C1CC2C3=C(CC(N2)C(=O)O)C4=C(N3)C=CC(=C4)O)C=C)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C28H34N2O12/c1-3-12-13(7-18-21-15(8-19(29-18)25(36)37)14-6-11(32)4-5-17(14)30-21)16(26(38)39-2)10-40-27(12)42-28-24(35)23(34)22(33)20(9-31)41-28/h3-6,10,12-13,18-20,22-24,27-35H,1,7-9H2,2H3,(H,36,37)
InChI Key XTKJADOCDHWCEH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34N2O12
Molecular Weight 590.60 g/mol
Exact Mass 590.21117452 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -0.45
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-6-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8642 86.42%
Caco-2 - 0.9058 90.58%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Nucleus 0.6186 61.86%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.7647 76.47%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.9420 94.20%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7541 75.41%
P-glycoprotein inhibitior - 0.5149 51.49%
P-glycoprotein substrate + 0.6561 65.61%
CYP3A4 substrate + 0.6994 69.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8427 84.27%
CYP3A4 inhibition - 0.8886 88.86%
CYP2C9 inhibition - 0.7282 72.82%
CYP2C19 inhibition - 0.8044 80.44%
CYP2D6 inhibition - 0.7806 78.06%
CYP1A2 inhibition - 0.7355 73.55%
CYP2C8 inhibition + 0.7558 75.58%
CYP inhibitory promiscuity - 0.6887 68.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6268 62.68%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.7846 78.46%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7554 75.54%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6978 69.78%
skin sensitisation - 0.8222 82.22%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5952 59.52%
Acute Oral Toxicity (c) III 0.6174 61.74%
Estrogen receptor binding + 0.7957 79.57%
Androgen receptor binding + 0.6917 69.17%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5798 57.98%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6875 68.75%
Honey bee toxicity - 0.7134 71.34%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.7691 76.91%

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 99.21% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 98.13% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.41% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 95.85% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.80% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.79% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.39% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.83% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.82% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.88% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.87% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.81% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.69% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.60% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.48% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 81.21% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 81.15% 91.49%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.58% 96.39%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162871311
LOTUS LTS0218265
wikiData Q105341623