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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]-4-[5-ethenyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]-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 22c7586f-2f9e-4c4f-a6c8-749b13f6d782
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]-4-[5-ethenyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
SMILES (Canonical) COC(=O)C1=COC(C(C1CC2C3=C(C(C(N2)C(=O)O)C4CC5C(C(OC=C5C(=O)O4)OC6C(C(C(C(O6)CO)O)O)O)C=C)C7=CC=CC=C7N3)C=C)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C(C1CC2C3=C(C(C(N2)C(=O)O)C4CC5C(C(OC=C5C(=O)O4)OC6C(C(C(C(O6)CO)O)O)O)C=C)C7=CC=CC=C7N3)C=C)OC8C(C(C(C(O8)CO)O)O)O
InChI InChI=1S/C44H54N2O20/c1-4-16-19(21(39(57)59-3)14-60-41(16)65-43-36(53)34(51)32(49)26(12-47)63-43)10-24-30-28(18-8-6-7-9-23(18)45-30)29(31(46-24)38(55)56)25-11-20-17(5-2)42(61-15-22(20)40(58)62-25)66-44-37(54)35(52)33(50)27(13-48)64-44/h4-9,14-17,19-20,24-27,29,31-37,41-54H,1-2,10-13H2,3H3,(H,55,56)
InChI Key APXDLYAWLHQGTH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H54N2O20
Molecular Weight 930.90 g/mol
Exact Mass 930.32699212 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -1.82
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 13

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]-4-[5-ethenyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]-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 + 0.8310 83.10%
Caco-2 - 0.8711 87.11%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.4183 41.83%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.7820 78.20%
OATP1B3 inhibitior + 0.9445 94.45%
MATE1 inhibitior - 0.9620 96.20%
OCT2 inhibitior - 0.9111 91.11%
BSEP inhibitior + 0.9432 94.32%
P-glycoprotein inhibitior + 0.7243 72.43%
P-glycoprotein substrate + 0.6492 64.92%
CYP3A4 substrate + 0.7317 73.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition - 0.8661 86.61%
CYP2C9 inhibition - 0.6830 68.30%
CYP2C19 inhibition - 0.7655 76.55%
CYP2D6 inhibition - 0.8378 83.78%
CYP1A2 inhibition - 0.7064 70.64%
CYP2C8 inhibition + 0.7864 78.64%
CYP inhibitory promiscuity - 0.6495 64.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5812 58.12%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7832 78.32%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8447 84.47%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8462 84.62%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5854 58.54%
Acute Oral Toxicity (c) III 0.5900 59.00%
Estrogen receptor binding + 0.8074 80.74%
Androgen receptor binding + 0.7425 74.25%
Thyroid receptor binding + 0.5909 59.09%
Glucocorticoid receptor binding + 0.6507 65.07%
Aromatase binding - 0.4858 48.58%
PPAR gamma + 0.7606 76.06%
Honey bee toxicity - 0.6601 66.01%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.3874 38.74%

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 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.45% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.30% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.03% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.82% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.85% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 89.64% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.92% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.67% 85.14%
CHEMBL5028 O14672 ADAM10 85.17% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.46% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.84% 95.83%
CHEMBL2581 P07339 Cathepsin D 83.55% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.03% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.92% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.89% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.60% 96.00%

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.
Neonauclea sessilifolia

Cross-Links

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PubChem 73803281
LOTUS LTS0133199
wikiData Q104916600