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3-hydroxy-9-[1-(3-hydroxy-5-methylpiperidin-2-yl)ethyl]-10,11b-dimethyl-2,3,4,4a,6,6a,6b,7,8,9,11,11a-dodecahydro-1H-benzo[a]fluoren-5-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 6b40292e-dbbd-4f34-ae73-7554c3f3bdf9
Taxonomy Organoheterocyclic compounds > Piperidines
IUPAC Name 3-hydroxy-9-[1-(3-hydroxy-5-methylpiperidin-2-yl)ethyl]-10,11b-dimethyl-2,3,4,4a,6,6a,6b,7,8,9,11,11a-dodecahydro-1H-benzo[a]fluoren-5-one
SMILES (Canonical) CC1CC(C(NC1)C(C)C2CCC3C4CC(=O)C5CC(CCC5(C4CC3=C2C)C)O)O
SMILES (Isomeric) CC1CC(C(NC1)C(C)C2CCC3C4CC(=O)C5CC(CCC5(C4CC3=C2C)C)O)O
InChI InChI=1S/C27H43NO3/c1-14-9-25(31)26(28-13-14)16(3)18-5-6-19-20(15(18)2)11-22-21(19)12-24(30)23-10-17(29)7-8-27(22,23)4/h14,16-19,21-23,25-26,28-29,31H,5-13H2,1-4H3
InChI Key RVCJJKABDDFKNP-UHFFFAOYSA-N
Popularity 0 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 3.20
Atomic LogP (AlogP) 4.10
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 3-hydroxy-9-[1-(3-hydroxy-5-methylpiperidin-2-yl)ethyl]-10,11b-dimethyl-2,3,4,4a,6,6a,6b,7,8,9,11,11a-dodecahydro-1H-benzo[a]fluoren-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9867 98.67%
Caco-2 - 0.6206 62.06%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6915 69.15%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.8580 85.80%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7592 75.92%
P-glycoprotein inhibitior - 0.6217 62.17%
P-glycoprotein substrate + 0.6890 68.90%
CYP3A4 substrate + 0.6913 69.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3913 39.13%
CYP3A4 inhibition - 0.9170 91.70%
CYP2C9 inhibition - 0.8885 88.85%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.9316 93.16%
CYP2C8 inhibition - 0.7086 70.86%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5698 56.98%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9532 95.32%
Skin irritation - 0.6390 63.90%
Skin corrosion - 0.9133 91.33%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5825 58.25%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5447 54.47%
skin sensitisation - 0.7960 79.60%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8645 86.45%
Acute Oral Toxicity (c) III 0.5996 59.96%
Estrogen receptor binding + 0.6280 62.80%
Androgen receptor binding + 0.7743 77.43%
Thyroid receptor binding + 0.6084 60.84%
Glucocorticoid receptor binding + 0.7501 75.01%
Aromatase binding + 0.5695 56.95%
PPAR gamma + 0.5349 53.49%
Honey bee toxicity - 0.7468 74.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.7738 77.38%

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
CHEMBL325 Q13547 Histone deacetylase 1 97.01% 95.92%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.88% 95.58%
CHEMBL1937 Q92769 Histone deacetylase 2 96.65% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.03% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.09% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.72% 98.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.48% 85.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.06% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.62% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.46% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 89.00% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.58% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.30% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.19% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.77% 90.08%
CHEMBL237 P41145 Kappa opioid receptor 87.29% 98.10%
CHEMBL2996 Q05655 Protein kinase C delta 87.03% 97.79%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.28% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.38% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.07% 92.88%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.67% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.65% 96.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.26% 96.47%
CHEMBL4072 P07858 Cathepsin B 83.85% 93.67%
CHEMBL221 P23219 Cyclooxygenase-1 83.75% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.48% 93.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.19% 85.11%
CHEMBL1871 P10275 Androgen Receptor 82.76% 96.43%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.05% 97.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.84% 93.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.04% 100.00%
CHEMBL3045 P05771 Protein kinase C beta 80.83% 97.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.48% 89.00%

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.
Fritillaria stenanthera

Cross-Links

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PubChem 163048566
LOTUS LTS0124603
wikiData Q105245965