PlantaeDB Logo
Login Sign-up

(1S,18S,19R,20S)-19-ethenyl-7-hydroxy-18-[(2S,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(9),5,7,15-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

Top
Internal ID 88a5631b-8631-44f2-9870-c558d78f7e86
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (1S,18S,19R,20S)-19-ethenyl-7-hydroxy-18-[(2S,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(9),5,7,15-pentaen-14-one
SMILES (Canonical) C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)C6=C(N4)C=CC(=C6)O
SMILES (Isomeric) C=C[C@@H]1[C@@H]2C[C@H]3C4=C(CCN3C(=O)C2=CO[C@H]1O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=C(N4)C=CC(=C6)O
InChI InChI=1S/C26H30N2O9/c1-2-12-14-8-18-20-13(15-7-11(30)3-4-17(15)27-20)5-6-28(18)24(34)16(14)10-35-25(12)37-26-23(33)22(32)21(31)19(9-29)36-26/h2-4,7,10,12,14,18-19,21-23,25-27,29-33H,1,5-6,8-9H2/t12-,14+,18+,19-,21-,22+,23-,25+,26+/m1/s1
InChI Key ZDYTVCFDZWEYRR-KDLXYAJASA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H30N2O9
Molecular Weight 514.50 g/mol
Exact Mass 514.19513054 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.18
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,18S,19R,20S)-19-ethenyl-7-hydroxy-18-[(2S,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(9),5,7,15-pentaen-14-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8317 83.17%
Caco-2 - 0.8654 86.54%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6207 62.07%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior + 0.8038 80.38%
OATP1B3 inhibitior + 0.9274 92.74%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8390 83.90%
P-glycoprotein inhibitior - 0.5088 50.88%
P-glycoprotein substrate + 0.5565 55.65%
CYP3A4 substrate + 0.6914 69.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8442 84.42%
CYP3A4 inhibition - 0.7764 77.64%
CYP2C9 inhibition - 0.8181 81.81%
CYP2C19 inhibition - 0.8541 85.41%
CYP2D6 inhibition - 0.8323 83.23%
CYP1A2 inhibition - 0.6171 61.71%
CYP2C8 inhibition + 0.6587 65.87%
CYP inhibitory promiscuity - 0.6100 61.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5676 56.76%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9480 94.80%
Skin irritation - 0.7577 75.77%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7764 77.64%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.6579 65.79%
skin sensitisation - 0.8601 86.01%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8047 80.47%
Acute Oral Toxicity (c) III 0.5983 59.83%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.7039 70.39%
Thyroid receptor binding + 0.5709 57.09%
Glucocorticoid receptor binding + 0.5613 56.13%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6727 67.27%
Honey bee toxicity - 0.7396 73.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9121 91.21%

Targets

Top

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 99.47% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.97% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 97.88% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.29% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.10% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.82% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.57% 93.40%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.31% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.29% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.94% 85.14%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.73% 91.71%
CHEMBL220 P22303 Acetylcholinesterase 90.01% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.17% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.30% 92.94%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.41% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.33% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.45% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.07% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.69% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.88% 90.08%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.74% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.19% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.85% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.00% 99.23%

Plants that contains it

Top
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.
Nauclea orientalis

Cross-Links

Top
PubChem 70675008
LOTUS LTS0089977
wikiData Q105372890