[7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate

Details

Top
Internal ID 54ec5d4c-e552-4109-b3d4-e7745cc4d972
Taxonomy Alkaloids and derivatives
IUPAC Name [7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate
SMILES (Canonical) CCC1CC(C(OC1=O)(C)C(=O)OC2CCN3C2C(=CC3)CO)C
SMILES (Isomeric) CCC1CC(C(OC1=O)(C)C(=O)OC2CCN3C2C(=CC3)CO)C
InChI InChI=1S/C18H27NO5/c1-4-12-9-11(2)18(3,24-16(12)21)17(22)23-14-6-8-19-7-5-13(10-20)15(14)19/h5,11-12,14-15,20H,4,6-10H2,1-3H3
InChI Key UXNFAMUVOROQHU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C18H27NO5
Molecular Weight 337.40 g/mol
Exact Mass 337.18892296 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8202 82.02%
Caco-2 + 0.6002 60.02%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5302 53.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9036 90.36%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.9059 90.59%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5844 58.44%
P-glycoprotein inhibitior - 0.7402 74.02%
P-glycoprotein substrate + 0.5268 52.68%
CYP3A4 substrate + 0.6457 64.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7392 73.92%
CYP3A4 inhibition - 0.7324 73.24%
CYP2C9 inhibition - 0.9286 92.86%
CYP2C19 inhibition - 0.9090 90.90%
CYP2D6 inhibition - 0.8800 88.00%
CYP1A2 inhibition - 0.8848 88.48%
CYP2C8 inhibition - 0.7796 77.96%
CYP inhibitory promiscuity - 0.8838 88.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.5393 53.93%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9785 97.85%
Skin irritation - 0.7091 70.91%
Skin corrosion - 0.9161 91.61%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4064 40.64%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.9375 93.75%
skin sensitisation - 0.8354 83.54%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.4821 48.21%
Acute Oral Toxicity (c) III 0.7367 73.67%
Estrogen receptor binding + 0.6036 60.36%
Androgen receptor binding + 0.6222 62.22%
Thyroid receptor binding - 0.6086 60.86%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding - 0.6181 61.81%
PPAR gamma - 0.7028 70.28%
Honey bee toxicity - 0.8623 86.23%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7635 76.35%

Targets

Top

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 97.92% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.01% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.00% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.55% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.01% 86.33%
CHEMBL4208 P20618 Proteasome component C5 85.87% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.19% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.69% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.25% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.55% 99.23%

Plants that contains it

Top
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.
Ligularia lankongensis

Cross-Links

Top
PubChem 163195755
LOTUS LTS0023414
wikiData Q105280925