6,10,23-Trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-17-ene-10,20-diol

Details

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Internal ID ff9ee7a1-a24f-4b7e-9fbc-edfb639dfc6d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name 6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-17-ene-10,20-diol
SMILES (Canonical) CC1CCC2C(C3CCC4C5CC=C6CC(CCC6(C5CC4C3CN2C1)C)O)(C)O
SMILES (Isomeric) CC1CCC2C(C3CCC4C5CC=C6CC(CCC6(C5CC4C3CN2C1)C)O)(C)O
InChI InChI=1S/C27H43NO2/c1-16-4-9-25-27(3,30)23-8-7-19-20-6-5-17-12-18(29)10-11-26(17,2)24(20)13-21(19)22(23)15-28(25)14-16/h5,16,18-25,29-30H,4,6-15H2,1-3H3
InChI Key YRLBRLSLZIRTGX-UHFFFAOYSA-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) 43.70 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.63
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,10,23-Trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-17-ene-10,20-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9806 98.06%
Caco-2 + 0.5408 54.08%
Blood Brain Barrier + 0.8129 81.29%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.4777 47.77%
OATP2B1 inhibitior - 0.7237 72.37%
OATP1B1 inhibitior + 0.9345 93.45%
OATP1B3 inhibitior + 0.9566 95.66%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7302 73.02%
P-glycoprotein inhibitior - 0.7508 75.08%
P-glycoprotein substrate + 0.6300 63.00%
CYP3A4 substrate + 0.7125 71.25%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate + 0.4600 46.00%
CYP3A4 inhibition - 0.8698 86.98%
CYP2C9 inhibition - 0.8978 89.78%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition + 0.7130 71.30%
CYP1A2 inhibition - 0.9203 92.03%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9623 96.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4970 49.70%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.9695 96.95%
Skin irritation - 0.6912 69.12%
Skin corrosion - 0.8285 82.85%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6796 67.96%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.7929 79.29%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5362 53.62%
Acute Oral Toxicity (c) III 0.5837 58.37%
Estrogen receptor binding + 0.7737 77.37%
Androgen receptor binding + 0.8117 81.17%
Thyroid receptor binding + 0.6570 65.70%
Glucocorticoid receptor binding + 0.7933 79.33%
Aromatase binding + 0.5772 57.72%
PPAR gamma + 0.5638 56.38%
Honey bee toxicity - 0.7845 78.45%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity - 0.5789 57.89%

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 98.02% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.77% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.28% 100.00%
CHEMBL238 Q01959 Dopamine transporter 89.87% 95.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.69% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 86.51% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.78% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.39% 96.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.95% 97.25%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.77% 86.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.35% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.78% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.45% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 82.34% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.32% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.04% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.00% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.58% 93.40%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.07% 98.46%

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 verticillata

Cross-Links

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PubChem 4355153
LOTUS LTS0208266
wikiData Q105352855