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[(3R,4R,5R,8R,9S,10R,13R,14S,16S,17S)-3-[benzoyl(methyl)amino]-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate

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 1a6eb2ef-045c-4b5b-849f-9db6e2d08360
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
IUPAC Name [(3R,4R,5R,8R,9S,10R,13R,14S,16S,17S)-3-[benzoyl(methyl)amino]-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate
SMILES (Canonical) CC(C1C(CC2C1(CCC3C2CCC4C3(CCC(C4OC(=O)C)N(C)C(=O)C5=CC=CC=C5)C)C)O)N(C)C
SMILES (Isomeric) C[C@@H]([C@H]1[C@H](C[C@@H]2[C@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@H]([C@@H]4OC(=O)C)N(C)C(=O)C5=CC=CC=C5)C)C)O)N(C)C
InChI InChI=1S/C33H50N2O4/c1-20(34(5)6)29-28(37)19-26-23-13-14-25-30(39-21(2)36)27(35(7)31(38)22-11-9-8-10-12-22)16-18-32(25,3)24(23)15-17-33(26,29)4/h8-12,20,23-30,37H,13-19H2,1-7H3/t20-,23+,24-,25-,26-,27+,28-,29-,30+,32+,33+/m0/s1
InChI Key CEFWIVSCALJZMU-ZZGCFVDSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50N2O4
Molecular Weight 538.80 g/mol
Exact Mass 538.37705808 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.25
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4R,5R,8R,9S,10R,13R,14S,16S,17S)-3-[benzoyl(methyl)amino]-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8582 85.82%
Caco-2 - 0.7436 74.36%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6458 64.58%
OATP2B1 inhibitior - 0.7175 71.75%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9194 91.94%
MATE1 inhibitior - 0.8246 82.46%
OCT2 inhibitior - 0.6572 65.72%
BSEP inhibitior + 0.9673 96.73%
P-glycoprotein inhibitior + 0.7632 76.32%
P-glycoprotein substrate - 0.5296 52.96%
CYP3A4 substrate + 0.7370 73.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7085 70.85%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7123 71.23%
CYP2C19 inhibition - 0.7399 73.99%
CYP2D6 inhibition - 0.8724 87.24%
CYP1A2 inhibition - 0.8067 80.67%
CYP2C8 inhibition + 0.4527 45.27%
CYP inhibitory promiscuity - 0.7951 79.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6486 64.86%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9468 94.68%
Skin irritation - 0.7582 75.82%
Skin corrosion - 0.9248 92.48%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7898 78.98%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6069 60.69%
skin sensitisation - 0.8882 88.82%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7695 76.95%
Acute Oral Toxicity (c) III 0.6196 61.96%
Estrogen receptor binding + 0.8090 80.90%
Androgen receptor binding + 0.7158 71.58%
Thyroid receptor binding + 0.5342 53.42%
Glucocorticoid receptor binding + 0.5753 57.53%
Aromatase binding + 0.6461 64.61%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.6638 66.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9708 97.08%

Targets

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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 98.22% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.31% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.67% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.19% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.03% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.99% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 91.37% 83.82%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.26% 85.31%
CHEMBL5028 O14672 ADAM10 89.19% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.57% 94.23%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.55% 94.97%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.32% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.06% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 86.65% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.34% 100.00%
CHEMBL2535 P11166 Glucose transporter 85.07% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.57% 100.00%
CHEMBL3837 P07711 Cathepsin L 84.53% 96.61%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.39% 95.50%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 84.21% 97.53%
CHEMBL226 P30542 Adenosine A1 receptor 83.62% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.41% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.27% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.79% 97.09%
CHEMBL204 P00734 Thrombin 82.79% 96.01%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.91% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.35% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.89% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.71% 93.00%

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.
Pachysandra axillaris

Cross-Links

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PubChem 162922051
LOTUS LTS0055516
wikiData Q104955635