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Impranine

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 bd18e622-0005-4462-b3de-b2fec2f241aa
Taxonomy Organoheterocyclic compounds > Piperidines
IUPAC Name (3S,4aS,6aR,6bS,9S,10aR,11aS,11bR)-9-[(1S)-1-[(2R,5S)-1,5-dimethylpiperidin-2-yl]ethyl]-3-hydroxy-10a,11b-dimethyl-1,2,3,4,4a,6,6a,6b,9,10,11,11a-dodecahydrobenzo[a]fluoren-5-one
SMILES (Canonical) CC1CCC(N(C1)C)C(C)C2CC3(CC4C(C3C=C2)CC(=O)C5C4(CCC(C5)O)C)C
SMILES (Isomeric) C[C@H]1CC[C@@H](N(C1)C)[C@@H](C)[C@H]2C[C@@]3(C[C@H]4[C@H]([C@@H]3C=C2)CC(=O)[C@@H]5[C@@]4(CC[C@@H](C5)O)C)C
InChI InChI=1S/C28H45NO2/c1-17-6-9-25(29(5)16-17)18(2)19-7-8-22-21-13-26(31)23-12-20(30)10-11-28(23,4)24(21)15-27(22,3)14-19/h7-8,17-25,30H,6,9-16H2,1-5H3/t17-,18-,19+,20-,21-,22-,23+,24-,25+,27+,28-/m0/s1
InChI Key YWTDTKWYDRWAKX-AVQBBDCLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H45NO2
Molecular Weight 427.70 g/mol
Exact Mass 427.345029678 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.33
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Impranine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 + 0.5385 53.85%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4413 44.13%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8570 85.70%
OATP1B3 inhibitior + 0.9450 94.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.7512 75.12%
P-glycoprotein inhibitior - 0.5953 59.53%
P-glycoprotein substrate + 0.6960 69.60%
CYP3A4 substrate + 0.7050 70.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3743 37.43%
CYP3A4 inhibition - 0.7001 70.01%
CYP2C9 inhibition - 0.8985 89.85%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.6107 61.07%
CYP1A2 inhibition - 0.8614 86.14%
CYP2C8 inhibition - 0.8170 81.70%
CYP inhibitory promiscuity - 0.9875 98.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6066 60.66%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9711 97.11%
Skin irritation - 0.6867 68.67%
Skin corrosion - 0.8489 84.89%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6972 69.72%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5197 51.97%
skin sensitisation - 0.8385 83.85%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7838 78.38%
Acute Oral Toxicity (c) III 0.5649 56.49%
Estrogen receptor binding + 0.8123 81.23%
Androgen receptor binding + 0.6850 68.50%
Thyroid receptor binding + 0.5668 56.68%
Glucocorticoid receptor binding + 0.7688 76.88%
Aromatase binding + 0.5364 53.64%
PPAR gamma - 0.5068 50.68%
Honey bee toxicity - 0.7557 75.57%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity - 0.5505 55.05%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.70% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.72% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.14% 96.77%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.01% 95.58%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.72% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.11% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 89.74% 98.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.05% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.64% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.06% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.77% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.30% 100.00%
CHEMBL3045 P05771 Protein kinase C beta 87.03% 97.63%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 86.32% 98.46%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.22% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.43% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.33% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.20% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.18% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.98% 91.11%
CHEMBL238 Q01959 Dopamine transporter 82.97% 95.88%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.59% 94.78%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.30% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.84% 99.23%
CHEMBL1871 P10275 Androgen Receptor 81.72% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.65% 94.45%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.11% 85.11%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.92% 91.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.38% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.22% 97.14%

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 12111955
LOTUS LTS0246279
wikiData Q104889003