(1R,2S,10S,13S,15S)-13-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one

Details

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Internal ID 06fdbf48-f46b-4b5b-b7f4-f8806ad2272e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1R,2S,10S,13S,15S)-13-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one
SMILES (Canonical) CC1CC2(CC(=O)C3CCCN4C3(C1)C2CCC4)O
SMILES (Isomeric) C[C@@H]1C[C@@]2(CC(=O)[C@H]3CCCN4[C@]3(C1)[C@@H]2CCC4)O
InChI InChI=1S/C16H25NO2/c1-11-8-15(19)10-13(18)12-4-2-6-17-7-3-5-14(15)16(12,17)9-11/h11-12,14,19H,2-10H2,1H3/t11-,12-,14-,15+,16+/m1/s1
InChI Key VDFVXSCITSQART-HPCJDURASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H25NO2
Molecular Weight 263.37 g/mol
Exact Mass 263.188529040 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.98
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,10S,13S,15S)-13-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 + 0.7699 76.99%
Blood Brain Barrier + 0.9129 91.29%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.4749 47.49%
OATP2B1 inhibitior - 0.8513 85.13%
OATP1B1 inhibitior + 0.9431 94.31%
OATP1B3 inhibitior + 0.9513 95.13%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6566 65.66%
P-glycoprotein inhibitior - 0.9307 93.07%
P-glycoprotein substrate - 0.8251 82.51%
CYP3A4 substrate + 0.5248 52.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4151 41.51%
CYP3A4 inhibition - 0.7895 78.95%
CYP2C9 inhibition - 0.9014 90.14%
CYP2C19 inhibition - 0.9210 92.10%
CYP2D6 inhibition - 0.6779 67.79%
CYP1A2 inhibition - 0.9191 91.91%
CYP2C8 inhibition - 0.9530 95.30%
CYP inhibitory promiscuity - 0.9928 99.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4924 49.24%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.6813 68.13%
Skin irritation - 0.6610 66.10%
Skin corrosion - 0.7807 78.07%
Ames mutagenesis - 0.7754 77.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6249 62.49%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5461 54.61%
skin sensitisation - 0.8258 82.58%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.6503 65.03%
Acute Oral Toxicity (c) III 0.6859 68.59%
Estrogen receptor binding - 0.5667 56.67%
Androgen receptor binding - 0.5399 53.99%
Thyroid receptor binding + 0.5277 52.77%
Glucocorticoid receptor binding - 0.5545 55.45%
Aromatase binding - 0.6446 64.46%
PPAR gamma - 0.7335 73.35%
Honey bee toxicity - 0.9426 94.26%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity - 0.9178 91.78%

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 98.08% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.86% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.86% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.27% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.17% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.53% 93.04%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.06% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.50% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.15% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.79% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.33% 90.24%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.30% 86.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.32% 93.03%

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.
Huperzia serrata

Cross-Links

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PubChem 101791470
LOTUS LTS0169142
wikiData Q105284136