PlantaeDB Logo
Login Sign-up

N-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-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

Top
Internal ID e357de82-8f29-4230-b1be-e14a124b2229
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name N-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-methylbut-2-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H44N2O3/c1-16(2)14-24(32)29-22-11-13-27(4)19-10-12-28(5)21(18(19)8-9-20(27)26(22)33)15-23(31)25(28)17(3)30(6)7/h11,14,17-21,23,25,31H,8-10,12-13,15H2,1-7H3,(H,29,32)/t17-,18+,19-,20-,21-,23-,25-,27+,28-/m0/s1
InChI Key ZYTVGXYHWPMUEB-WUOWTSEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H44N2O3
Molecular Weight 456.70 g/mol
Exact Mass 456.33519327 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.32
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of N-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-methylbut-2-enamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9769 97.69%
Caco-2 - 0.6418 64.18%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7908 79.08%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.8526 85.26%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9675 96.75%
P-glycoprotein inhibitior + 0.6085 60.85%
P-glycoprotein substrate + 0.5395 53.95%
CYP3A4 substrate + 0.7353 73.53%
CYP2C9 substrate - 0.7853 78.53%
CYP2D6 substrate - 0.8090 80.90%
CYP3A4 inhibition - 0.6344 63.44%
CYP2C9 inhibition - 0.6034 60.34%
CYP2C19 inhibition - 0.6652 66.52%
CYP2D6 inhibition - 0.8814 88.14%
CYP1A2 inhibition - 0.7729 77.29%
CYP2C8 inhibition - 0.7539 75.39%
CYP inhibitory promiscuity - 0.6891 68.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5675 56.75%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9748 97.48%
Skin irritation - 0.7413 74.13%
Skin corrosion - 0.9089 90.89%
Ames mutagenesis - 0.6504 65.04%
Human Ether-a-go-go-Related Gene inhibition - 0.3861 38.61%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.7500 75.00%
skin sensitisation - 0.8452 84.52%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.8062 80.62%
Acute Oral Toxicity (c) III 0.5405 54.05%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.7795 77.95%
Thyroid receptor binding + 0.6096 60.96%
Glucocorticoid receptor binding + 0.7237 72.37%
Aromatase binding + 0.7788 77.88%
PPAR gamma + 0.6773 67.73%
Honey bee toxicity - 0.7462 74.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9683 96.83%

Targets

Top

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 97.67% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.21% 96.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.95% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.70% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.57% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.19% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.07% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.47% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.13% 93.04%
CHEMBL2581 P07339 Cathepsin D 88.85% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.45% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 88.20% 90.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.15% 85.30%
CHEMBL268 P43235 Cathepsin K 85.77% 96.85%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.54% 97.25%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.86% 89.34%
CHEMBL1871 P10275 Androgen Receptor 84.35% 96.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.34% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.11% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.10% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.72% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.49% 95.50%
CHEMBL5028 O14672 ADAM10 81.24% 97.50%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.17% 85.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.09% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.87% 95.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.76% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.75% 99.23%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 80.40% 88.84%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.35% 85.14%

Plants that contains it

Top
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.
Arisaema tortuosum subsp. tortuosum
Garcinia subelliptica
Pachysandra axillaris

Cross-Links

Top
PubChem 46939341
NPASS NPC165688
LOTUS LTS0050790
wikiData Q104949012