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(8S,9S,10R,13S,14S,17R)-4-hydroxy-17-[(1S)-1-[(2R,3S,5R)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 b695a9c5-970c-4ab8-85a1-7e143e2e10c7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes > 3-oxo-22,26-epiminocholestanes
IUPAC Name (8S,9S,10R,13S,14S,17R)-4-hydroxy-17-[(1S)-1-[(2R,3S,5R)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H43NO3/c1-15-13-23(30)24(28-14-15)16(2)18-7-8-19-17-5-6-21-25(31)22(29)10-12-27(21,4)20(17)9-11-26(18,19)3/h15-20,23-24,28,30-31H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,23+,24-,26-,27-/m1/s1
InChI Key KKBXQLZWMCRLTO-AGPYZXATSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO3
Molecular Weight 429.60 g/mol
Exact Mass 429.32429423 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.02
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9814 98.14%
Caco-2 - 0.5983 59.83%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6977 69.77%
OATP2B1 inhibitior - 0.5743 57.43%
OATP1B1 inhibitior + 0.8722 87.22%
OATP1B3 inhibitior + 0.9603 96.03%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8644 86.44%
P-glycoprotein inhibitior - 0.5459 54.59%
P-glycoprotein substrate - 0.5726 57.26%
CYP3A4 substrate + 0.7279 72.79%
CYP2C9 substrate - 0.7872 78.72%
CYP2D6 substrate - 0.7620 76.20%
CYP3A4 inhibition - 0.9388 93.88%
CYP2C9 inhibition - 0.8865 88.65%
CYP2C19 inhibition - 0.9001 90.01%
CYP2D6 inhibition - 0.9314 93.14%
CYP1A2 inhibition - 0.9228 92.28%
CYP2C8 inhibition - 0.7530 75.30%
CYP inhibitory promiscuity - 0.9387 93.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9673 96.73%
Skin irritation - 0.6253 62.53%
Skin corrosion - 0.9105 91.05%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5403 54.03%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6231 62.31%
skin sensitisation - 0.7972 79.72%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8659 86.59%
Acute Oral Toxicity (c) III 0.5910 59.10%
Estrogen receptor binding + 0.7533 75.33%
Androgen receptor binding + 0.7611 76.11%
Thyroid receptor binding + 0.7345 73.45%
Glucocorticoid receptor binding + 0.8120 81.20%
Aromatase binding + 0.7214 72.14%
PPAR gamma + 0.6173 61.73%
Honey bee toxicity - 0.7221 72.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.7226 72.26%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.13% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.29% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.65% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.47% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.73% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 91.49% 98.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.31% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.18% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 91.11% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 89.61% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.30% 90.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.77% 85.11%
CHEMBL1871 P10275 Androgen Receptor 85.74% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.85% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.20% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.65% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.28% 93.03%
CHEMBL237 P41145 Kappa opioid receptor 83.01% 98.10%
CHEMBL1902 P62942 FK506-binding protein 1A 82.66% 97.05%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.28% 96.38%
CHEMBL3045 P05771 Protein kinase C beta 81.17% 97.63%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.67% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.42% 99.15%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.25% 91.03%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 80.06% 97.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21573775
LOTUS LTS0149462
wikiData Q105142111