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Saligcinnamide

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 a9afa6dc-9079-4c67-9e16-6e32d4a80bb6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Azasteroids and derivatives
IUPAC Name (E)-N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N-methyl-3-phenylprop-2-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H50N2O/c1-23(34(4)5)28-15-16-29-27-14-13-25-22-26(18-20-32(25,2)30(27)19-21-33(28,29)3)35(6)31(36)17-12-24-10-8-7-9-11-24/h7-12,17,23,25-30H,13-16,18-22H2,1-6H3/b17-12+/t23-,25-,26-,27-,28+,29-,30-,32-,33+/m0/s1
InChI Key QRUDUXILSDZJOY-URJXLLGMSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50N2O
Molecular Weight 490.80 g/mol
Exact Mass 490.392314223 g/mol
Topological Polar Surface Area (TPSA) 23.60 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.14
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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(E)-N-((3S,5S,8R,9S,10S,13S,14S,17S)-17-((1S)-1-(dimethylamino)ethyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-3-yl)-N-methyl-3-phenylprop-2-enamide
(E)-N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N-methyl-3-phenylprop-2-enamide
RefChem:180932
202597-28-2
CHEMBL409854
BDBM50135159
(20S,2''E)-20-(N,N-dimethylamino)-3beta-(3''-phenyl-2''-propenyl-N-methylamido)pregnane]
(E)-N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-ethyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-N-methyl-3-phenyl-acrylamide
(E)-N-{(1S,6S,7S,11R,12S,15S,16S)-17-[(S)-1-((S)-Dimethyl-amino)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl}-N-methyl-3-phenyl-acrylamide

2D Structure

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2D Structure of Saligcinnamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9876 98.76%
Caco-2 - 0.6902 69.02%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Plasma membrane 0.6037 60.37%
OATP2B1 inhibitior - 0.7163 71.63%
OATP1B1 inhibitior + 0.8300 83.00%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.8809 88.09%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate - 0.5457 54.57%
CYP3A4 substrate + 0.7144 71.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7715 77.15%
CYP3A4 inhibition - 0.6793 67.93%
CYP2C9 inhibition - 0.6714 67.14%
CYP2C19 inhibition - 0.5918 59.18%
CYP2D6 inhibition - 0.8429 84.29%
CYP1A2 inhibition - 0.7377 73.77%
CYP2C8 inhibition + 0.4841 48.41%
CYP inhibitory promiscuity + 0.5366 53.66%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.5851 58.51%
Eye corrosion - 0.9773 97.73%
Eye irritation - 0.9658 96.58%
Skin irritation - 0.6596 65.96%
Skin corrosion - 0.7309 73.09%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8497 84.97%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5193 51.93%
skin sensitisation - 0.8151 81.51%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.9293 92.93%
Acute Oral Toxicity (c) III 0.6128 61.28%
Estrogen receptor binding + 0.8236 82.36%
Androgen receptor binding + 0.8473 84.73%
Thyroid receptor binding + 0.5762 57.62%
Glucocorticoid receptor binding + 0.6495 64.95%
Aromatase binding + 0.6739 67.39%
PPAR gamma + 0.7361 73.61%
Honey bee toxicity - 0.7986 79.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9913 99.13%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL220 P22303 Acetylcholinesterase 19498.45 nM
 IC50
 PMID: 11459643
CHEMBL1914 P06276 Butyrylcholinesterase 4840 nM
 IC50
 PMID: 21619045

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 98.26% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.35% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.50% 93.99%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.26% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.42% 94.62%
CHEMBL2581 P07339 Cathepsin D 89.26% 98.95%
CHEMBL5028 O14672 ADAM10 88.26% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.34% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.32% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.67% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.27% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.22% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.71% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.24% 94.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.07% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.90% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.56% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.03% 90.71%

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.
Sarcococca saligna

Cross-Links

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PubChem 10255032
NPASS NPC246904
ChEMBL CHEMBL409854
LOTUS LTS0156390
wikiData Q105191948