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N-Tigloylbuxahyrcanine

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 368f1c51-475c-4dbb-a730-41346f31dad0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
IUPAC Name (E)-N-[(3S,6S,8S,11R,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-3-hydroxy-7,7,12,16-tetramethyl-6-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl]-2-methylbut-2-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H52N2O2/c1-10-20(2)27(34)32-26-15-18-31(35)19-22-13-16-29(6)23(21(3)33(8)9)14-17-30(29,7)24(22)11-12-25(31)28(26,4)5/h10,13,21,23-26,35H,11-12,14-19H2,1-9H3,(H,32,34)/b20-10+/t21-,23+,24+,25-,26-,29+,30-,31-/m0/s1
InChI Key NYZKFMALHZMJAX-LYKGIQKJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52N2O2
Molecular Weight 484.80 g/mol
Exact Mass 484.40287891 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.11
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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(E)-N-((3S,6S,8S,11R,12S,15S,16R)-15-((1S)-1-(dimethylamino)ethyl)-3-hydroxy-7,7,12,16-tetramethyl-6-tetracyclo(9.7.0.03,8.012,16)octadec-1(18)-enyl)-2-methylbut-2-enamide
(E)-N-[(3S,6S,8S,11R,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-3-hydroxy-7,7,12,16-tetramethyl-6-tetracyclo[9.7.0.03,8.012,16]octadec-1(18)-enyl]-2-methylbut-2-enamide
RefChem:164262
CHEMBL466169
BDBM50250634
[(20S)-20-(dimethylamino)-3-beta-(2''-methyl-2''-butenoylamino)bux-9(11)-en-10-alpha-ol]

2D Structure

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2D Structure of N-Tigloylbuxahyrcanine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 - 0.5698 56.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6093 60.93%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.8535 85.35%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9694 96.94%
P-glycoprotein inhibitior + 0.6129 61.29%
P-glycoprotein substrate + 0.5563 55.63%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8248 82.48%
CYP3A4 inhibition - 0.5683 56.83%
CYP2C9 inhibition - 0.5644 56.44%
CYP2C19 inhibition - 0.6486 64.86%
CYP2D6 inhibition - 0.7954 79.54%
CYP1A2 inhibition - 0.7793 77.93%
CYP2C8 inhibition - 0.6365 63.65%
CYP inhibitory promiscuity - 0.6691 66.91%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5525 55.25%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9522 95.22%
Skin irritation - 0.7135 71.35%
Skin corrosion - 0.8760 87.60%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7547 75.47%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.8341 83.41%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7863 78.63%
Acute Oral Toxicity (c) III 0.5015 50.15%
Estrogen receptor binding + 0.8071 80.71%
Androgen receptor binding + 0.7448 74.48%
Thyroid receptor binding + 0.6272 62.72%
Glucocorticoid receptor binding + 0.7396 73.96%
Aromatase binding + 0.7249 72.49%
PPAR gamma + 0.6751 67.51%
Honey bee toxicity - 0.7423 74.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9521 95.21%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1914 P06276 Butyrylcholinesterase 31200 nM
 IC50
 PMID: 12828454

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.32% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 91.95% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.65% 94.45%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.20% 85.30%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.88% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.69% 91.19%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.46% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.37% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.94% 95.69%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.70% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.36% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.98% 94.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.82% 85.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.76% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.54% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.30% 92.88%
CHEMBL5028 O14672 ADAM10 80.72% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.70% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.60% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.48% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.10% 90.08%

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.
Buxus sempervirens

Cross-Links

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PubChem 10458051
NPASS NPC90538
ChEMBL CHEMBL466169
LOTUS LTS0060548
wikiData Q104888927