20-Hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-2(11)-en-17-one

Details

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Internal ID 3fc69c10-d796-443c-ad64-5f0b390f4e16
Taxonomy Organoheterocyclic compounds > Piperidines
IUPAC Name 20-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-2(11)-en-17-one
SMILES (Canonical) CC1CCC2C(C3=C(CN2C1)C4CC5C(C4CC3)CC(=O)C6C5(CCC(C6)O)C)C
SMILES (Isomeric) CC1CCC2C(C3=C(CN2C1)C4CC5C(C4CC3)CC(=O)C6C5(CCC(C6)O)C)C
InChI InChI=1S/C27H41NO2/c1-15-4-7-25-16(2)18-5-6-19-20(22(18)14-28(25)13-15)11-23-21(19)12-26(30)24-10-17(29)8-9-27(23,24)3/h15-17,19-21,23-25,29H,4-14H2,1-3H3
InChI Key ICSCULPVAJQROK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H41NO2
Molecular Weight 411.60 g/mol
Exact Mass 411.313729551 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 20-Hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-2(11)-en-17-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 + 0.6485 64.85%
Blood Brain Barrier + 0.7379 73.79%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4354 43.54%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8553 85.53%
OATP1B3 inhibitior + 0.9578 95.78%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7760 77.60%
P-glycoprotein inhibitior - 0.7378 73.78%
P-glycoprotein substrate + 0.5242 52.42%
CYP3A4 substrate + 0.7065 70.65%
CYP2C9 substrate - 0.8148 81.48%
CYP2D6 substrate + 0.4088 40.88%
CYP3A4 inhibition - 0.7006 70.06%
CYP2C9 inhibition - 0.8927 89.27%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition + 0.5697 56.97%
CYP1A2 inhibition - 0.9263 92.63%
CYP2C8 inhibition - 0.7863 78.63%
CYP inhibitory promiscuity - 0.9799 97.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5181 51.81%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9226 92.26%
Skin irritation - 0.6783 67.83%
Skin corrosion - 0.8535 85.35%
Ames mutagenesis - 0.7985 79.85%
Human Ether-a-go-go-Related Gene inhibition - 0.5250 52.50%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6086 60.86%
skin sensitisation - 0.7752 77.52%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6368 63.68%
Acute Oral Toxicity (c) III 0.6356 63.56%
Estrogen receptor binding + 0.7036 70.36%
Androgen receptor binding + 0.7994 79.94%
Thyroid receptor binding + 0.6067 60.67%
Glucocorticoid receptor binding + 0.7843 78.43%
Aromatase binding - 0.5454 54.54%
PPAR gamma + 0.5362 53.62%
Honey bee toxicity - 0.7842 78.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.4881 48.81%

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 94.34% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.92% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.98% 97.09%
CHEMBL238 Q01959 Dopamine transporter 92.01% 95.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.59% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.98% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.52% 94.78%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.70% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.02% 91.11%
CHEMBL1871 P10275 Androgen Receptor 86.19% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.39% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.18% 91.19%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 84.11% 91.83%
CHEMBL217 P14416 Dopamine D2 receptor 83.97% 95.62%
CHEMBL1902 P62942 FK506-binding protein 1A 83.97% 97.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.60% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.34% 94.75%
CHEMBL2581 P07339 Cathepsin D 83.33% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.92% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.36% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.35% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.79% 91.03%
CHEMBL1914 P06276 Butyrylcholinesterase 81.02% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.93% 94.45%

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.
Fritillaria imperialis

Cross-Links

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PubChem 78172992
LOTUS LTS0110190
wikiData Q105111136