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(E)-N-[(2S,3S,4R,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2,4-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide

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 5e84d704-bee2-4537-88c2-f64075d5d8c4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name (E)-N-[(2S,3S,4R,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2,4-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46N2O3/c1-8-16(2)26(33)29-24-23(31)15-28(5)21-13-14-27(4)19(17(3)30(6)7)11-12-20(27)18(21)9-10-22(28)25(24)32/h8,12,17-19,21-25,31-32H,9-11,13-15H2,1-7H3,(H,29,33)/b16-8+/t17-,18-,19+,21-,22?,23-,24-,25+,27+,28+/m0/s1
InChI Key QVNOTNUGUHMPDI-AIWDQZKNSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46N2O3
Molecular Weight 458.70 g/mol
Exact Mass 458.35084333 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.91
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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BDBM50421629

2D Structure

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2D Structure of (E)-N-[(2S,3S,4R,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-2,4-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9751 97.51%
Caco-2 - 0.7203 72.03%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6924 69.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8806 88.06%
OATP1B3 inhibitior + 0.9342 93.42%
MATE1 inhibitior - 0.8726 87.26%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8308 83.08%
P-glycoprotein inhibitior - 0.4775 47.75%
P-glycoprotein substrate + 0.5259 52.59%
CYP3A4 substrate + 0.7108 71.08%
CYP2C9 substrate - 0.7929 79.29%
CYP2D6 substrate - 0.7916 79.16%
CYP3A4 inhibition - 0.8026 80.26%
CYP2C9 inhibition - 0.6771 67.71%
CYP2C19 inhibition - 0.7097 70.97%
CYP2D6 inhibition - 0.8391 83.91%
CYP1A2 inhibition - 0.7726 77.26%
CYP2C8 inhibition - 0.6443 64.43%
CYP inhibitory promiscuity - 0.7603 76.03%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5875 58.75%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9702 97.02%
Skin irritation - 0.7277 72.77%
Skin corrosion - 0.9030 90.30%
Ames mutagenesis - 0.5844 58.44%
Human Ether-a-go-go-Related Gene inhibition + 0.6972 69.72%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5119 51.19%
skin sensitisation - 0.8400 84.00%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.5575 55.75%
Acute Oral Toxicity (c) III 0.5292 52.92%
Estrogen receptor binding + 0.7900 79.00%
Androgen receptor binding + 0.7232 72.32%
Thyroid receptor binding + 0.5737 57.37%
Glucocorticoid receptor binding + 0.6857 68.57%
Aromatase binding + 0.6811 68.11%
PPAR gamma + 0.5571 55.71%
Honey bee toxicity - 0.7748 77.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9534 95.34%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL220 P22303 Acetylcholinesterase 33113.11 nM
 IC50
 via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.74% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.41% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.10% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.25% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.10% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.92% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.28% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.18% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.36% 91.19%
CHEMBL1871 P10275 Androgen Receptor 86.23% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.09% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.79% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.56% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.20% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.14% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.13% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.34% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.16% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 83.58% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.54% 94.45%
CHEMBL4208 P20618 Proteasome component C5 83.45% 90.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.15% 85.11%
CHEMBL204 P00734 Thrombin 81.22% 96.01%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.56% 88.81%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.39% 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 44358199
NPASS NPC472359
ChEMBL CHEMBL337494
LOTUS LTS0157643
wikiData Q105228766