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(2R,6R,10R,18R,20S,23S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-15(24)-ene-8,20,25-triol

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 e7a6e1c5-93c5-4174-82b5-48a99b177643
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name (2R,6R,10R,18R,20S,23S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-15(24)-ene-8,20,25-triol
SMILES (Canonical) CC1CC(C2C(C3CCC4C(C3CN2C1)C(C5=C4CCC6C5(CCC(C6)O)C)O)C)O
SMILES (Isomeric) C[C@@H]1CC(C2[C@@H](C3CCC4C([C@@H]3CN2C1)C(C5=C4CC[C@H]6[C@@]5(CC[C@@H](C6)O)C)O)C)O
InChI InChI=1S/C27H43NO3/c1-14-10-22(30)25-15(2)18-6-7-19-20-5-4-16-11-17(29)8-9-27(16,3)24(20)26(31)23(19)21(18)13-28(25)12-14/h14-19,21-23,25-26,29-31H,4-13H2,1-3H3/t14-,15-,16-,17+,18?,19?,21-,22?,23?,25?,26?,27+/m1/s1
InChI Key FDIPAIOIWFYCSP-XXUILJQXSA-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) 63.90 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,6R,10R,18R,20S,23S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-15(24)-ene-8,20,25-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9711 97.11%
Caco-2 - 0.5753 57.53%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Lysosomes 0.4435 44.35%
OATP2B1 inhibitior - 0.7205 72.05%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9575 95.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6806 68.06%
P-glycoprotein inhibitior - 0.7748 77.48%
P-glycoprotein substrate + 0.5394 53.94%
CYP3A4 substrate + 0.6775 67.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.5306 53.06%
CYP3A4 inhibition - 0.8818 88.18%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.8956 89.56%
CYP2D6 inhibition - 0.5075 50.75%
CYP1A2 inhibition - 0.9004 90.04%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5251 52.51%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.7090 70.90%
Skin corrosion - 0.8805 88.05%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5156 51.56%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8036 80.36%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.6856 68.56%
Acute Oral Toxicity (c) III 0.5836 58.36%
Estrogen receptor binding + 0.6359 63.59%
Androgen receptor binding + 0.6993 69.93%
Thyroid receptor binding + 0.6133 61.33%
Glucocorticoid receptor binding + 0.6845 68.45%
Aromatase binding + 0.5263 52.63%
PPAR gamma + 0.5180 51.80%
Honey bee toxicity - 0.6662 66.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity - 0.4185 41.85%

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 97.68% 96.09%
CHEMBL1871 P10275 Androgen Receptor 92.42% 96.43%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.74% 94.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.12% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.86% 89.05%
CHEMBL238 Q01959 Dopamine transporter 88.60% 95.88%
CHEMBL259 P32245 Melanocortin receptor 4 87.57% 95.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.04% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.77% 92.94%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 86.07% 96.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.73% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.38% 97.25%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.23% 98.46%
CHEMBL4506 Q96EB6 NAD-dependent deacetylase sirtuin 1 82.47% 88.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.45% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.25% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.00% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.88% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.86% 93.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.48% 95.93%
CHEMBL2581 P07339 Cathepsin D 80.80% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.49% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.43% 90.17%

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 cirrhosa
Fritillaria sewerzowi

Cross-Links

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PubChem 5318843
NPASS NPC121091
LOTUS LTS0111325
wikiData Q104993603