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methyl (1S,10S,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-10-hydroxy-15-methyl-8-aza-15-azoniapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-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 fe65cda5-e7b0-4437-a67d-321679876c94
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name methyl (1S,10S,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-10-hydroxy-15-methyl-8-aza-15-azoniapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate
SMILES (Canonical) CC=C1C[N+]2(CCC34C2(C(CC1C3(COC(=O)C)C(=O)OC)O)NC5=CC=CC=C45)C
SMILES (Isomeric) C/C=C\1/C[N+]2(CC[C@@]34C2([C@H](C[C@@H]1[C@@]3(COC(=O)C)C(=O)OC)O)NC5=CC=CC=C45)C
InChI InChI=1S/C24H31N2O5/c1-5-16-13-26(3)11-10-23-17-8-6-7-9-19(17)25-24(23,26)20(28)12-18(16)22(23,21(29)30-4)14-31-15(2)27/h5-9,18,20,25,28H,10-14H2,1-4H3/q+1/b16-5-/t18-,20-,22-,23-,24?,26?/m0/s1
InChI Key BDGDVRSRRTXNLI-XKCFNWAHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H31N2O5+
Molecular Weight 427.50 g/mol
Exact Mass 427.22329709 g/mol
Topological Polar Surface Area (TPSA) 84.90 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,10S,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-10-hydroxy-15-methyl-8-aza-15-azoniapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6411 64.11%
Caco-2 - 0.5126 51.26%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4319 43.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6996 69.96%
P-glycoprotein inhibitior + 0.5950 59.50%
P-glycoprotein substrate - 0.5086 50.86%
CYP3A4 substrate + 0.6797 67.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8232 82.32%
CYP3A4 inhibition - 0.9084 90.84%
CYP2C9 inhibition - 0.8277 82.77%
CYP2C19 inhibition - 0.8268 82.68%
CYP2D6 inhibition - 0.8481 84.81%
CYP1A2 inhibition - 0.8276 82.76%
CYP2C8 inhibition + 0.5864 58.64%
CYP inhibitory promiscuity - 0.9677 96.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4887 48.87%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9659 96.59%
Skin irritation - 0.7665 76.65%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7769 77.69%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8462 84.62%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8090 80.90%
Acute Oral Toxicity (c) III 0.5835 58.35%
Estrogen receptor binding + 0.5716 57.16%
Androgen receptor binding + 0.7775 77.75%
Thyroid receptor binding + 0.5635 56.35%
Glucocorticoid receptor binding + 0.7085 70.85%
Aromatase binding + 0.5762 57.62%
PPAR gamma + 0.5460 54.60%
Honey bee toxicity - 0.7603 76.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9541 95.41%

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 99.21% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.56% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.41% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.60% 97.09%
CHEMBL5028 O14672 ADAM10 89.76% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.59% 95.56%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.04% 91.65%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.41% 82.69%
CHEMBL2581 P07339 Cathepsin D 88.25% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.91% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.97% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.83% 94.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.74% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 82.07% 90.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.70% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 81.34% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.33% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.18% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.15% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 80.86% 98.59%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.44% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.35% 96.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.06% 97.28%

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.
Alstonia scholaris

Cross-Links

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PubChem 101589338
LOTUS LTS0077724
wikiData Q104924019