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(1R,2S,6R,9S,10S,11S,14S,15S,18S,20S,23R,24S)-20-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-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 894fc933-22d1-4a1a-82d8-85f8d21e14f0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name (1R,2S,6R,9S,10S,11S,14S,15S,18S,20S,23R,24S)-20-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
SMILES (Canonical) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)C
SMILES (Isomeric) C[C@@H]1CC[C@H]2[C@H]([C@H]3CC[C@@H]4[C@H]([C@@H]3CN2C1)C[C@H]5[C@H]4CC(=O)[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C
InChI InChI=1S/C27H43NO2/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/h15-25,29H,4-14H2,1-3H3/t15-,16+,17+,18-,19-,20-,21+,22-,23+,24-,25+,27-/m1/s1
InChI Key MWBJDDYEYGDWCZ-FQWBZLJKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO2
Molecular Weight 413.60 g/mol
Exact Mass 413.329379614 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.77
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 (1R,2S,6R,9S,10S,11S,14S,15S,18S,20S,23R,24S)-20-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-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 + 0.9924 99.24%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.8879 88.79%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Lysosomes 0.5639 56.39%
OATP2B1 inhibitior - 0.7176 71.76%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.5889 58.89%
P-glycoprotein inhibitior - 0.7726 77.26%
P-glycoprotein substrate + 0.5376 53.76%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4564 45.64%
CYP3A4 inhibition - 0.5703 57.03%
CYP2C9 inhibition - 0.8845 88.45%
CYP2C19 inhibition - 0.9345 93.45%
CYP2D6 inhibition + 0.5262 52.62%
CYP1A2 inhibition - 0.9239 92.39%
CYP2C8 inhibition - 0.8489 84.89%
CYP inhibitory promiscuity - 0.9923 99.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6098 60.98%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.6941 69.41%
Skin corrosion - 0.7945 79.45%
Ames mutagenesis - 0.7985 79.85%
Human Ether-a-go-go-Related Gene inhibition - 0.6283 62.83%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5128 51.28%
skin sensitisation - 0.8129 81.29%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.5768 57.68%
Acute Oral Toxicity (c) III 0.6846 68.46%
Estrogen receptor binding + 0.6824 68.24%
Androgen receptor binding + 0.7875 78.75%
Thyroid receptor binding + 0.5739 57.39%
Glucocorticoid receptor binding + 0.7099 70.99%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5300 53.00%
Honey bee toxicity - 0.8108 81.08%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity - 0.8114 81.14%

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 96.13% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.48% 97.25%
CHEMBL325 Q13547 Histone deacetylase 1 91.03% 95.92%
CHEMBL238 Q01959 Dopamine transporter 90.88% 95.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.24% 97.09%
CHEMBL1871 P10275 Androgen Receptor 89.00% 96.43%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.87% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.42% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.91% 94.78%
CHEMBL1902 P62942 FK506-binding protein 1A 87.28% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.63% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.97% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.53% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 85.50% 98.03%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.93% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.93% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.91% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.42% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.05% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.03% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.74% 93.00%
CHEMBL4506 Q96EB6 NAD-dependent deacetylase sirtuin 1 80.56% 88.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.41% 95.89%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.20% 98.46%
CHEMBL5255 O00206 Toll-like receptor 4 80.06% 92.50%

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 thunbergii

Cross-Links

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PubChem 162943682
LOTUS LTS0129492
wikiData Q105173490