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N3-Demethylsaracodine

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 1b654cc5-0b87-4982-8fcb-ba9db198aa7e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Azasteroids and derivatives
IUPAC Name N-[(1S)-1-[(3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-(methylamino)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-N-methylacetamide
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4)NC)C)C)N(C)C(=O)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)NC)C)C)N(C)C(=O)C
InChI InChI=1S/C25H44N2O/c1-16(27(6)17(2)28)21-9-10-22-20-8-7-18-15-19(26-5)11-13-24(18,3)23(20)12-14-25(21,22)4/h16,18-23,26H,7-15H2,1-6H3/t16-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1
InChI Key WRFQFEGHCJALCO-MENSBAHOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H44N2O
Molecular Weight 388.60 g/mol
Exact Mass 388.345364031 g/mol
Topological Polar Surface Area (TPSA) 32.30 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.10
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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BDBM50135150
N-Methyl-N-[1-((3S,5S,8R,9S,10S,13S,14S,17S)-10-methyl-13-(S)-methyl-3-methylamino-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-ethyl]-acetamide

2D Structure

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2D Structure of N3-Demethylsaracodine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 - 0.5255 52.55%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Lysosomes 0.5785 57.85%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.8162 81.62%
OATP1B3 inhibitior + 0.9425 94.25%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6314 63.14%
BSEP inhibitior + 0.8401 84.01%
P-glycoprotein inhibitior - 0.5937 59.37%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7286 72.86%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.7282 72.82%
CYP3A4 inhibition - 0.6286 62.86%
CYP2C9 inhibition - 0.6785 67.85%
CYP2C19 inhibition - 0.6018 60.18%
CYP2D6 inhibition - 0.8673 86.73%
CYP1A2 inhibition - 0.8995 89.95%
CYP2C8 inhibition - 0.8577 85.77%
CYP inhibitory promiscuity - 0.5171 51.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6255 62.55%
Eye corrosion - 0.9766 97.66%
Eye irritation - 0.9509 95.09%
Skin irritation - 0.7154 71.54%
Skin corrosion - 0.7823 78.23%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4558 45.58%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6376 63.76%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8249 82.49%
Acute Oral Toxicity (c) III 0.6333 63.33%
Estrogen receptor binding + 0.8213 82.13%
Androgen receptor binding + 0.7644 76.44%
Thyroid receptor binding + 0.6692 66.92%
Glucocorticoid receptor binding + 0.7288 72.88%
Aromatase binding + 0.5914 59.14%
PPAR gamma + 0.5990 59.90%
Honey bee toxicity - 0.5885 58.85%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9549 95.49%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1914 P06276 Butyrylcholinesterase 16500 nM
 IC50
 PMID: 9599260

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.07% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.18% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 94.96% 98.10%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.08% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 91.96% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 91.58% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.15% 98.75%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.07% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.94% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.05% 94.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.24% 85.11%
CHEMBL233 P35372 Mu opioid receptor 87.06% 97.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.80% 91.11%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.47% 91.03%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.27% 95.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.23% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.07% 98.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.21% 90.71%
CHEMBL268 P43235 Cathepsin K 84.19% 96.85%
CHEMBL204 P00734 Thrombin 84.07% 96.01%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.84% 93.04%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.66% 97.50%
CHEMBL1871 P10275 Androgen Receptor 83.42% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.35% 82.69%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.05% 85.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.73% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.30% 93.03%
CHEMBL3837 P07711 Cathepsin L 82.23% 96.61%
CHEMBL236 P41143 Delta opioid receptor 81.25% 99.35%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.86% 97.25%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.83% 97.86%
CHEMBL202 P00374 Dihydrofolate reductase 80.65% 89.92%
CHEMBL5028 O14672 ADAM10 80.27% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.15% 97.09%

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 44364863
NPASS NPC25110
ChEMBL CHEMBL147346
LOTUS LTS0135764
wikiData Q104667435