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(3S,5S,8R,9R,10R,13S,14R,16R,17R)-3,16-dihydroxy-17-[(1S)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,13-dimethyl-1,2,3,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-4-one

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 2e8304d9-46ea-4cec-bf51-1a00cf6ceb6f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
IUPAC Name (3S,5S,8R,9R,10R,13S,14R,16R,17R)-3,16-dihydroxy-17-[(1S)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,13-dimethyl-1,2,3,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-4-one
SMILES (Canonical) CC1CC(C(NC1)C(C)C2C(CC3C2(CCC4C3CCC5C4(CCC(C5=O)O)C)C)O)O
SMILES (Isomeric) C[C@H]1C[C@H]([C@@H](NC1)[C@@H](C)[C@H]2[C@@H](C[C@H]3[C@@]2(CC[C@@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5=O)O)C)C)O)O
InChI InChI=1S/C27H45NO4/c1-14-11-22(31)24(28-13-14)15(2)23-21(30)12-19-16-5-6-18-25(32)20(29)8-10-26(18,3)17(16)7-9-27(19,23)4/h14-24,28-31H,5-13H2,1-4H3/t14-,15-,16+,17+,18+,19+,20-,21+,22+,23-,24-,26+,27-/m0/s1
InChI Key PTLHVDMORFDUBF-AMDJQESESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45NO4
Molecular Weight 447.60 g/mol
Exact Mass 447.33485892 g/mol
Topological Polar Surface Area (TPSA) 89.80 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.15
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9R,10R,13S,14R,16R,17R)-3,16-dihydroxy-17-[(1S)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,13-dimethyl-1,2,3,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9134 91.34%
Caco-2 - 0.7258 72.58%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6098 60.98%
OATP2B1 inhibitior - 0.5653 56.53%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.6711 67.11%
P-glycoprotein substrate - 0.5312 53.12%
CYP3A4 substrate + 0.6869 68.69%
CYP2C9 substrate - 0.8117 81.17%
CYP2D6 substrate + 0.4389 43.89%
CYP3A4 inhibition - 0.9091 90.91%
CYP2C9 inhibition - 0.9274 92.74%
CYP2C19 inhibition - 0.9188 91.88%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.9324 93.24%
CYP2C8 inhibition - 0.8328 83.28%
CYP inhibitory promiscuity - 0.9818 98.18%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6742 67.42%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9617 96.17%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9022 90.22%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5536 55.36%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5658 56.58%
skin sensitisation - 0.8289 82.89%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8644 86.44%
Acute Oral Toxicity (c) III 0.5957 59.57%
Estrogen receptor binding + 0.5956 59.56%
Androgen receptor binding + 0.6820 68.20%
Thyroid receptor binding + 0.7013 70.13%
Glucocorticoid receptor binding + 0.7579 75.79%
Aromatase binding + 0.6582 65.82%
PPAR gamma + 0.5230 52.30%
Honey bee toxicity - 0.7307 73.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity - 0.5535 55.35%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.21% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.11% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.87% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.46% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.03% 95.58%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.77% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.83% 85.31%
CHEMBL1937 Q92769 Histone deacetylase 2 91.15% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.81% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.27% 90.17%
CHEMBL299 P17252 Protein kinase C alpha 90.16% 98.03%
CHEMBL2581 P07339 Cathepsin D 89.86% 98.95%
CHEMBL4072 P07858 Cathepsin B 89.59% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.61% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.20% 100.00%
CHEMBL1871 P10275 Androgen Receptor 86.50% 96.43%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.25% 90.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.24% 85.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.21% 93.03%
CHEMBL237 P41145 Kappa opioid receptor 86.12% 98.10%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.02% 91.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.17% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.35% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.94% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.60% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 81.54% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.93% 89.00%
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.
Solanum barbulatum

Cross-Links

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PubChem 162956507
LOTUS LTS0027879
wikiData Q105214706