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methyl (1R,9S,10S,12R,13E,18R)-13-ethylidene-4-[(1S,12R,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-10-hydroxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2(7),3,5-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 c8717f0f-abc4-4c8f-80af-93d932e55b22
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name methyl (1R,9S,10S,12R,13E,18R)-13-ethylidene-4-[(1S,12R,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-10-hydroxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2(7),3,5-triene-18-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H52N4O6/c1-7-24-22-47-16-15-42-32-17-26(13-14-34(32)46(4)43(42,47)36(49)20-28(24)37(42)39(50)52-5)29-18-31-25(8-2)21-45(3)35(41(31,23-48)40(51)53-6)19-30-27-11-9-10-12-33(27)44-38(29)30/h7-14,17,28-29,31,35-37,44,48-49H,15-16,18-23H2,1-6H3/b24-7-,25-8-/t28-,29+,31-,35-,36-,37-,41-,42-,43-/m0/s1
InChI Key DLZBMZKZFSSFCE-AQDVPSKYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H52N4O6
Molecular Weight 720.90 g/mol
Exact Mass 720.38868539 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.49
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,9S,10S,12R,13E,18R)-13-ethylidene-4-[(1S,12R,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-10-hydroxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2(7),3,5-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 + 0.9590 95.90%
Caco-2 - 0.7941 79.41%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5747 57.47%
OATP2B1 inhibitior - 0.7299 72.99%
OATP1B1 inhibitior + 0.7932 79.32%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.8846 88.46%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8459 84.59%
P-glycoprotein substrate + 0.7572 75.72%
CYP3A4 substrate + 0.7515 75.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7594 75.94%
CYP3A4 inhibition - 0.8331 83.31%
CYP2C9 inhibition - 0.8245 82.45%
CYP2C19 inhibition - 0.8396 83.96%
CYP2D6 inhibition - 0.8976 89.76%
CYP1A2 inhibition - 0.7642 76.42%
CYP2C8 inhibition + 0.7715 77.15%
CYP inhibitory promiscuity - 0.8837 88.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5503 55.03%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9278 92.78%
Skin irritation - 0.7742 77.42%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6873 68.73%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8591 85.91%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8474 84.74%
Acute Oral Toxicity (c) III 0.5832 58.32%
Estrogen receptor binding + 0.8682 86.82%
Androgen receptor binding + 0.7690 76.90%
Thyroid receptor binding + 0.6789 67.89%
Glucocorticoid receptor binding + 0.8434 84.34%
Aromatase binding + 0.5808 58.08%
PPAR gamma + 0.7537 75.37%
Honey bee toxicity - 0.6707 67.07%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9056 90.56%

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 99.68% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.66% 83.82%
CHEMBL1914 P06276 Butyrylcholinesterase 97.22% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.14% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.12% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.69% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.51% 91.11%
CHEMBL233 P35372 Mu opioid receptor 92.76% 97.93%
CHEMBL228 P31645 Serotonin transporter 92.64% 95.51%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.46% 89.00%
CHEMBL5028 O14672 ADAM10 91.08% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.66% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.46% 90.17%
CHEMBL4208 P20618 Proteasome component C5 89.76% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 88.31% 98.59%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 87.74% 96.39%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.14% 97.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.84% 86.33%
CHEMBL238 Q01959 Dopamine transporter 86.75% 95.88%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.23% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.93% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.84% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.36% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.20% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.28% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.06% 100.00%

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.
Hunteria zeylanica

Cross-Links

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PubChem 163187741
LOTUS LTS0191121
wikiData Q104984893