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[(3S,8S,9S,10R,13S,14S,16R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(3R)-3-methyl-4-oxo-3,5-dihydro-2H-pyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-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 bf4fe423-3e05-4742-bff4-c9c6f63174bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
IUPAC Name [(3S,8S,9S,10R,13S,14S,16R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(3R)-3-methyl-4-oxo-3,5-dihydro-2H-pyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC1CN=C(CC1=O)C(C)C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CN=C(CC1=O)[C@@H](C)[C@H]2[C@@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C)OC(=O)C
InChI InChI=1S/C29H43NO4/c1-16-15-30-24(14-25(16)33)17(2)27-26(34-18(3)31)13-23-21-7-6-19-12-20(32)8-10-28(19,4)22(21)9-11-29(23,27)5/h6,16-17,20-23,26-27,32H,7-15H2,1-5H3/t16-,17-,20+,21-,22+,23+,26-,27+,28+,29+/m1/s1
InChI Key YEZADMVRJKFTLM-AXWFDIKRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H43NO4
Molecular Weight 469.70 g/mol
Exact Mass 469.31920885 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.15
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9S,10R,13S,14S,16R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(3R)-3-methyl-4-oxo-3,5-dihydro-2H-pyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-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 + 0.9815 98.15%
Caco-2 - 0.5581 55.81%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8326 83.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9168 91.68%
OATP1B3 inhibitior + 0.9372 93.72%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.9553 95.53%
P-glycoprotein inhibitior + 0.7575 75.75%
P-glycoprotein substrate + 0.6535 65.35%
CYP3A4 substrate + 0.7665 76.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8498 84.98%
CYP3A4 inhibition - 0.8922 89.22%
CYP2C9 inhibition - 0.8710 87.10%
CYP2C19 inhibition - 0.9151 91.51%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.8206 82.06%
CYP2C8 inhibition + 0.6954 69.54%
CYP inhibitory promiscuity - 0.9399 93.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6008 60.08%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9561 95.61%
Skin irritation - 0.6219 62.19%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis - 0.7148 71.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7118 71.18%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.6592 65.92%
skin sensitisation - 0.8147 81.47%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7338 73.38%
Acute Oral Toxicity (c) III 0.6140 61.40%
Estrogen receptor binding + 0.8210 82.10%
Androgen receptor binding + 0.7450 74.50%
Thyroid receptor binding + 0.5628 56.28%
Glucocorticoid receptor binding + 0.8208 82.08%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.6052 60.52%
Honey bee toxicity - 0.7079 70.79%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9419 94.19%

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 98.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.36% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.10% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.12% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.10% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.49% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.23% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.49% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.39% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.61% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 85.03% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.02% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.78% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.37% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 82.94% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.76% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.46% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.26% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.69% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.53% 89.05%
CHEMBL5028 O14672 ADAM10 80.51% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.46% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.11% 95.89%

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.
Veratrum lobelianum

Cross-Links

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PubChem 21769919
LOTUS LTS0119161
wikiData Q105347459