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Methyl 14-[2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-hydroxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-yl]-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

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 9b741696-1acb-4c52-82f7-1577c8b5c9dd
Taxonomy Alkaloids and derivatives > Yohimbine alkaloids
IUPAC Name methyl 14-[2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-hydroxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-yl]-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
SMILES (Canonical) CCC1CN2CCC3=C(C2CC1C(=COC)C(=O)OC)NC4=C3C(=CC(=C4)C5C6CCC(C(C6CC7N5CCC8=C7NC9=CC=CC=C89)C(=O)OC)O)O
SMILES (Isomeric) CCC1CN2CCC3=C(C2CC1C(=COC)C(=O)OC)NC4=C3C(=CC(=C4)C5C6CCC(C(C6CC7N5CCC8=C7NC9=CC=CC=C89)C(=O)OC)O)O
InChI InChI=1S/C43H52N4O7/c1-5-22-20-46-14-12-27-37-32(45-40(27)33(46)18-28(22)30(21-52-2)42(50)53-3)16-23(17-36(37)49)41-26-10-11-35(48)38(43(51)54-4)29(26)19-34-39-25(13-15-47(34)41)24-8-6-7-9-31(24)44-39/h6-9,16-17,21-22,26,28-29,33-35,38,41,44-45,48-49H,5,10-15,18-20H2,1-4H3
InChI Key GRNBVMBGSBHJBS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H52N4O7
Molecular Weight 736.90 g/mol
Exact Mass 736.38360001 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 6.22
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 14-[2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-hydroxy-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-yl]-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9653 96.53%
Caco-2 - 0.8393 83.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7374 73.74%
OATP2B1 inhibitior + 0.5754 57.54%
OATP1B1 inhibitior + 0.8428 84.28%
OATP1B3 inhibitior + 0.8731 87.31%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8811 88.11%
BSEP inhibitior + 0.9703 97.03%
P-glycoprotein inhibitior + 0.7971 79.71%
P-glycoprotein substrate + 0.8658 86.58%
CYP3A4 substrate + 0.7608 76.08%
CYP2C9 substrate + 0.5681 56.81%
CYP2D6 substrate - 0.7616 76.16%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.8294 82.94%
CYP2C19 inhibition - 0.8869 88.69%
CYP2D6 inhibition - 0.8652 86.52%
CYP1A2 inhibition - 0.7995 79.95%
CYP2C8 inhibition + 0.7800 78.00%
CYP inhibitory promiscuity - 0.7702 77.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5689 56.89%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9230 92.30%
Skin irritation - 0.7766 77.66%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7994 79.94%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8787 87.87%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6884 68.84%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.8350 83.50%
Androgen receptor binding + 0.7922 79.22%
Thyroid receptor binding + 0.5388 53.88%
Glucocorticoid receptor binding + 0.7216 72.16%
Aromatase binding + 0.5984 59.84%
PPAR gamma + 0.7034 70.34%
Honey bee toxicity - 0.7072 70.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9523 95.23%

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 99.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.48% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.77% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.10% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.57% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.14% 97.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.09% 91.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.71% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.41% 89.00%
CHEMBL2535 P11166 Glucose transporter 89.60% 98.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.67% 91.71%
CHEMBL228 P31645 Serotonin transporter 86.56% 95.51%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.49% 97.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.11% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.97% 99.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.22% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.98% 93.03%
CHEMBL5028 O14672 ADAM10 81.14% 97.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.86% 89.62%
CHEMBL217 P14416 Dopamine D2 receptor 80.02% 95.62%

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.
Uncaria callophylla

Cross-Links

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PubChem 162920054
LOTUS LTS0131052
wikiData Q105016235