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(1R,18S,19S,20S)-19-ethenyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-18-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

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 dfbe7745-6f78-40e0-b217-761b83407c88
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (1R,18S,19S,20S)-19-ethenyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-18-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H40N2O13/c1-2-13-16-9-19-22-15(14-5-3-4-6-18(14)34(22)30-27(41)25(39)23(37)20(10-35)45-30)7-8-33(19)29(43)17(16)12-44-31(13)47-32-28(42)26(40)24(38)21(11-36)46-32/h2-6,12-13,16,19-21,23-28,30-32,35-42H,1,7-11H2/t13-,16-,19+,20+,21+,23+,24+,25-,26-,27+,28+,30+,31-,32-/m0/s1
InChI Key WNDCKUXSUZHURI-ZDYWZPRLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40N2O13
Molecular Weight 660.70 g/mol
Exact Mass 660.25303933 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -2.08
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,18S,19S,20S)-19-ethenyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-18-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7409 74.09%
Caco-2 - 0.8891 88.91%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5727 57.27%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8846 88.46%
P-glycoprotein inhibitior + 0.6204 62.04%
P-glycoprotein substrate - 0.5462 54.62%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8495 84.95%
CYP3A4 inhibition - 0.8746 87.46%
CYP2C9 inhibition - 0.7884 78.84%
CYP2C19 inhibition - 0.8227 82.27%
CYP2D6 inhibition - 0.8811 88.11%
CYP1A2 inhibition - 0.7198 71.98%
CYP2C8 inhibition + 0.6449 64.49%
CYP inhibitory promiscuity - 0.6745 67.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5879 58.79%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9286 92.86%
Skin irritation - 0.7565 75.65%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7999 79.99%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8647 86.47%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8662 86.62%
Acute Oral Toxicity (c) III 0.5403 54.03%
Estrogen receptor binding + 0.7892 78.92%
Androgen receptor binding + 0.6861 68.61%
Thyroid receptor binding + 0.5219 52.19%
Glucocorticoid receptor binding + 0.5972 59.72%
Aromatase binding - 0.4939 49.39%
PPAR gamma + 0.7036 70.36%
Honey bee toxicity - 0.7321 73.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9166 91.66%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.93% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.34% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 93.58% 91.49%
CHEMBL2581 P07339 Cathepsin D 92.88% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 92.27% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.62% 86.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.92% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.18% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.68% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.63% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.58% 86.33%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 82.74% 88.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.61% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.38% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.53% 95.89%

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.
Psychotria leiocarpa

Cross-Links

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PubChem 163068631
LOTUS LTS0053238
wikiData Q105309002