Tetrahydrorhombifoline

Details

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Internal ID 18a02b37-3153-43be-8754-88514a3b37ca
Taxonomy Organoheterocyclic compounds > Quinolizidines > Quinolizidinones
IUPAC Name (1S,2R,9R)-11-but-3-enyl-7,11-diazatricyclo[7.3.1.02,7]tridecan-6-one
SMILES (Canonical) C=CCCN1CC2CC(C1)C3CCCC(=O)N3C2
SMILES (Isomeric) C=CCCN1C[C@H]2C[C@@H](C1)[C@H]3CCCC(=O)N3C2
InChI InChI=1S/C15H24N2O/c1-2-3-7-16-9-12-8-13(11-16)14-5-4-6-15(18)17(14)10-12/h2,12-14H,1,3-11H2/t12-,13+,14-/m1/s1
InChI Key OKTIETCHYDTVGN-HZSPNIEDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H24N2O
Molecular Weight 248.36 g/mol
Exact Mass 248.188863393 g/mol
Topological Polar Surface Area (TPSA) 23.60 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.90
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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3382-84-1
1,5-Methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 3-(3-butenyl)decahydro-, (1S-(1alpha,5alpha,11aalpha))-
tetrahydrorombifoline
CHEMBL460224

2D Structure

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2D Structure of Tetrahydrorhombifoline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9828 98.28%
Caco-2 + 0.8036 80.36%
Blood Brain Barrier + 0.9862 98.62%
Human oral bioavailability + 0.7714 77.14%
Subcellular localzation Mitochondria 0.5333 53.33%
OATP2B1 inhibitior - 0.8552 85.52%
OATP1B1 inhibitior + 0.9265 92.65%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior + 0.8750 87.50%
BSEP inhibitior - 0.5722 57.22%
P-glycoprotein inhibitior - 0.9096 90.96%
P-glycoprotein substrate - 0.6471 64.71%
CYP3A4 substrate + 0.5788 57.88%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate + 0.3949 39.49%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.9129 91.29%
CYP2C19 inhibition - 0.7517 75.17%
CYP2D6 inhibition - 0.8874 88.74%
CYP1A2 inhibition - 0.8755 87.55%
CYP2C8 inhibition - 0.9578 95.78%
CYP inhibitory promiscuity - 0.6164 61.64%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5937 59.37%
Eye corrosion - 0.9653 96.53%
Eye irritation - 0.5062 50.62%
Skin irritation - 0.6848 68.48%
Skin corrosion - 0.8846 88.46%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4689 46.89%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5232 52.32%
skin sensitisation - 0.8650 86.50%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5856 58.56%
Acute Oral Toxicity (c) III 0.6356 63.56%
Estrogen receptor binding - 0.8431 84.31%
Androgen receptor binding - 0.7354 73.54%
Thyroid receptor binding - 0.7609 76.09%
Glucocorticoid receptor binding - 0.7205 72.05%
Aromatase binding - 0.8141 81.41%
PPAR gamma - 0.7297 72.97%
Honey bee toxicity - 0.8138 81.38%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity - 0.7200 72.00%

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 94.44% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.71% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.31% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 92.87% 97.05%
CHEMBL240 Q12809 HERG 92.86% 89.76%
CHEMBL4588 P22894 Matrix metalloproteinase 8 92.48% 94.66%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.30% 93.40%
CHEMBL228 P31645 Serotonin transporter 89.99% 95.51%
CHEMBL217 P14416 Dopamine D2 receptor 89.07% 95.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.03% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 88.66% 95.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.32% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.03% 97.09%
CHEMBL238 Q01959 Dopamine transporter 86.71% 95.88%
CHEMBL1978 P11511 Cytochrome P450 19A1 86.37% 91.76%
CHEMBL4235 P28845 11-beta-hydroxysteroid dehydrogenase 1 86.33% 97.98%
CHEMBL1937 Q92769 Histone deacetylase 2 86.33% 94.75%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 86.24% 92.38%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.22% 94.78%
CHEMBL1951 P21397 Monoamine oxidase A 85.00% 91.49%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.74% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.31% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.87% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.09% 100.00%

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.
Castilleja miniata
Genista majorica
Genista pilosa
Lupinus albus
Lupinus angustifolius
Lupinus gibertianus
Lupinus hintonii
Lupinus mutabilis
Lupinus polyphyllus
Lupinus pubescens
Lupinus truncatus
Ormosia macrocalyx
Virgilia divaricata

Cross-Links

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PubChem 15511175
LOTUS LTS0204154
wikiData Q104253253