(1R,2S,6S,9S,10R)-6-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-8-one

Details

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Internal ID 1284ce90-65b6-4c3b-a614-450840c52560
Taxonomy Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
IUPAC Name (1R,2S,6S,9S,10R)-6-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-8-one
SMILES (Canonical) C1CCN2CC3CC(C2C1)C(=O)N4C3CCCC4O
SMILES (Isomeric) C1CCN2C[C@H]3C[C@@H]([C@H]2C1)C(=O)N4[C@H]3CCC[C@@H]4O
InChI InChI=1S/C15H24N2O2/c18-14-6-3-5-12-10-8-11(15(19)17(12)14)13-4-1-2-7-16(13)9-10/h10-14,18H,1-9H2/t10-,11+,12+,13-,14+/m1/s1
InChI Key DFYHVSRWEQLWAJ-HTOAHKCRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H24N2O2
Molecular Weight 264.36 g/mol
Exact Mass 264.183778013 g/mol
Topological Polar Surface Area (TPSA) 43.80 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.19
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,6S,9S,10R)-6-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 + 0.5170 51.70%
Blood Brain Barrier + 0.8816 88.16%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7225 72.25%
OATP2B1 inhibitior - 0.8541 85.41%
OATP1B1 inhibitior + 0.9348 93.48%
OATP1B3 inhibitior + 0.9494 94.94%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.7361 73.61%
P-glycoprotein inhibitior - 0.9466 94.66%
P-glycoprotein substrate - 0.7877 78.77%
CYP3A4 substrate + 0.5074 50.74%
CYP2C9 substrate - 0.6240 62.40%
CYP2D6 substrate + 0.3517 35.17%
CYP3A4 inhibition - 0.9727 97.27%
CYP2C9 inhibition - 0.9623 96.23%
CYP2C19 inhibition - 0.9220 92.20%
CYP2D6 inhibition - 0.8932 89.32%
CYP1A2 inhibition - 0.9052 90.52%
CYP2C8 inhibition - 0.9524 95.24%
CYP inhibitory promiscuity - 0.9855 98.55%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6140 61.40%
Eye corrosion - 0.9693 96.93%
Eye irritation + 0.5234 52.34%
Skin irritation - 0.7334 73.34%
Skin corrosion - 0.9100 91.00%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6460 64.60%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6314 63.14%
skin sensitisation - 0.8983 89.83%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6620 66.20%
Acute Oral Toxicity (c) III 0.6297 62.97%
Estrogen receptor binding - 0.5805 58.05%
Androgen receptor binding - 0.5168 51.68%
Thyroid receptor binding - 0.5396 53.96%
Glucocorticoid receptor binding - 0.6008 60.08%
Aromatase binding - 0.8110 81.10%
PPAR gamma - 0.8177 81.77%
Honey bee toxicity - 0.9046 90.46%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity - 0.9495 94.95%

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 95.61% 97.25%
CHEMBL1978 P11511 Cytochrome P450 19A1 91.69% 91.76%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.53% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.85% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.66% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.55% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.84% 96.09%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 85.78% 96.03%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.73% 83.57%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.40% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.01% 94.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.74% 90.71%
CHEMBL2581 P07339 Cathepsin D 83.11% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.12% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.03% 93.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.20% 98.33%

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.
Magnolia coco
Ocimum basilicum
Pinus hartwegii

Cross-Links

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PubChem 101936029
NPASS NPC122767
LOTUS LTS0243575
wikiData Q104978425