8,20-Dihydroxy-6,8,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one

Details

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Internal ID a59ed12f-c793-4e3f-8ed0-bc03e31d1f0f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name 8,20-dihydroxy-6,8,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
SMILES (Canonical) CC1CC(C2CC3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
SMILES (Isomeric) CC1CC(C2CC3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
InChI InChI=1S/C27H43NO3/c1-15-12-27(3,31)25-8-16-4-5-18-19(21(16)14-28(25)13-15)10-22-20(18)11-24(30)23-9-17(29)6-7-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3
InChI Key OVHUAFPHYGFWPY-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) 60.80 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 4
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 8,20-Dihydroxy-6,8,23-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 + 0.9654 96.54%
Caco-2 - 0.5907 59.07%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Lysosomes 0.5369 53.69%
OATP2B1 inhibitior - 0.5813 58.13%
OATP1B1 inhibitior + 0.8854 88.54%
OATP1B3 inhibitior + 0.9497 94.97%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5632 56.32%
P-glycoprotein inhibitior - 0.7601 76.01%
P-glycoprotein substrate + 0.6567 65.67%
CYP3A4 substrate + 0.7219 72.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3948 39.48%
CYP3A4 inhibition - 0.7809 78.09%
CYP2C9 inhibition - 0.9076 90.76%
CYP2C19 inhibition - 0.9128 91.28%
CYP2D6 inhibition - 0.6125 61.25%
CYP1A2 inhibition - 0.9266 92.66%
CYP2C8 inhibition - 0.8183 81.83%
CYP inhibitory promiscuity - 0.9860 98.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9394 93.94%
Skin irritation - 0.7323 73.23%
Skin corrosion - 0.8795 87.95%
Ames mutagenesis - 0.7456 74.56%
Human Ether-a-go-go-Related Gene inhibition - 0.5881 58.81%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5789 57.89%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6279 62.79%
Acute Oral Toxicity (c) III 0.6697 66.97%
Estrogen receptor binding + 0.7268 72.68%
Androgen receptor binding + 0.8119 81.19%
Thyroid receptor binding + 0.5546 55.46%
Glucocorticoid receptor binding + 0.6797 67.97%
Aromatase binding + 0.5920 59.20%
PPAR gamma + 0.5621 56.21%
Honey bee toxicity - 0.7861 78.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7500 75.00%
Fish aquatic toxicity - 0.7381 73.81%

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 97.02% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 94.96% 94.78%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.06% 97.25%
CHEMBL325 Q13547 Histone deacetylase 1 93.43% 95.92%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.83% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.12% 100.00%
CHEMBL1871 P10275 Androgen Receptor 92.05% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.36% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.91% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.02% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.68% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.63% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.52% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.88% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.08% 97.14%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.22% 98.46%
CHEMBL238 Q01959 Dopamine transporter 81.64% 95.88%
CHEMBL1937 Q92769 Histone deacetylase 2 81.57% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.17% 93.04%
CHEMBL284 P27487 Dipeptidyl peptidase IV 80.94% 95.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.40% 91.11%

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 162936066
LOTUS LTS0260293
wikiData Q105200735