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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]-8,18-dihydroxy-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 2751bf6e-ff15-43cd-a755-6a7d1662fa45
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]-8,18-dihydroxy-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=C8C(=CC=C9)O)C(=O)OC)O)O
SMILES (Isomeric) CCC1CN2CCC3=C(C2CC1C(=COC)C(=O)OC)NC4=C3C(=CC(=C4)C5C6CCC(C(C6CC7N5CCC8=C7NC9=C8C(=CC=C9)O)C(=O)OC)O)O
InChI InChI=1S/C43H52N4O8/c1-5-21-19-46-13-11-24-37-30(45-39(24)31(46)17-26(21)28(20-53-2)42(51)54-3)15-22(16-35(37)50)41-23-9-10-34(49)38(43(52)55-4)27(23)18-32-40-25(12-14-47(32)41)36-29(44-40)7-6-8-33(36)48/h6-8,15-16,20-21,23,26-27,31-32,34,38,41,44-45,48-50H,5,9-14,17-19H2,1-4H3
InChI Key ZXVMORLEPYTFHM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H52N4O8
Molecular Weight 752.90 g/mol
Exact Mass 752.37851463 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.93
H-Bond Acceptor 10
H-Bond Donor 5
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]-8,18-dihydroxy-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 - 0.8466 84.66%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7374 73.74%
OATP2B1 inhibitior - 0.7053 70.53%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior + 0.8731 87.31%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8811 88.11%
BSEP inhibitior + 0.9535 95.35%
P-glycoprotein inhibitior + 0.7826 78.26%
P-glycoprotein substrate + 0.8549 85.49%
CYP3A4 substrate + 0.7450 74.50%
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 + 0.7785 77.85%
CYP inhibitory promiscuity - 0.7702 77.02%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5689 56.89%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9196 91.96%
Skin irritation - 0.7766 77.66%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7683 76.83%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8787 87.87%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.7357 73.57%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.8379 83.79%
Androgen receptor binding + 0.7919 79.19%
Thyroid receptor binding + 0.5469 54.69%
Glucocorticoid receptor binding + 0.7212 72.12%
Aromatase binding + 0.6178 61.78%
PPAR gamma + 0.7172 71.72%
Honey bee toxicity - 0.7319 73.19%
Biodegradation - 0.8250 82.50%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.45% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.66% 98.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 96.09% 91.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.83% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 93.43% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.29% 95.56%
CHEMBL238 Q01959 Dopamine transporter 91.26% 95.88%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.99% 93.03%
CHEMBL2535 P11166 Glucose transporter 90.28% 98.75%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 89.71% 83.14%
CHEMBL228 P31645 Serotonin transporter 87.26% 95.51%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 86.69% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.42% 89.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.79% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.55% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.33% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.12% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.33% 82.38%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.20% 94.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.09% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.48% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.31% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.17% 91.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.06% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.58% 85.14%

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 163040808
LOTUS LTS0172190
wikiData Q105385816