Uluganine

Details

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Internal ID c705677b-5b36-454d-a0a1-5b8fc7ef9e4c
Taxonomy Alkaloids and derivatives
IUPAC Name [7-(3-hydroxy-3-methylbutanoyl)oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
SMILES (Canonical) CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)CC(C)(C)O)O
SMILES (Isomeric) CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)CC(C)(C)O)O
InChI InChI=1S/C20H33NO7/c1-12(2)20(26,13(3)22)18(24)27-11-14-6-8-21-9-7-15(17(14)21)28-16(23)10-19(4,5)25/h6,12-13,15,17,22,25-26H,7-11H2,1-5H3
InChI Key COXZBOZLTKZNDP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H33NO7
Molecular Weight 399.50 g/mol
Exact Mass 399.22570239 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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Uluganine
DTXSID40970778
{1-[(3-Hydroxy-3-methylbutanoyl)oxy]-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl}methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate

2D Structure

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2D Structure of Uluganine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7897 78.97%
Caco-2 + 0.5098 50.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6980 69.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9003 90.03%
OATP1B3 inhibitior + 0.9397 93.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6306 63.06%
P-glycoprotein inhibitior - 0.7458 74.58%
P-glycoprotein substrate + 0.5818 58.18%
CYP3A4 substrate + 0.6195 61.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7370 73.70%
CYP3A4 inhibition - 0.9642 96.42%
CYP2C9 inhibition - 0.9003 90.03%
CYP2C19 inhibition - 0.8769 87.69%
CYP2D6 inhibition - 0.7940 79.40%
CYP1A2 inhibition - 0.8904 89.04%
CYP2C8 inhibition - 0.7330 73.30%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.7260 72.60%
Eye corrosion - 0.9807 98.07%
Eye irritation - 0.9670 96.70%
Skin irritation - 0.7374 73.74%
Skin corrosion - 0.9162 91.62%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6119 61.19%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.9750 97.50%
skin sensitisation - 0.8071 80.71%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5094 50.94%
Acute Oral Toxicity (c) II 0.4465 44.65%
Estrogen receptor binding - 0.5059 50.59%
Androgen receptor binding - 0.5240 52.40%
Thyroid receptor binding + 0.5152 51.52%
Glucocorticoid receptor binding + 0.5930 59.30%
Aromatase binding + 0.5311 53.11%
PPAR gamma - 0.6576 65.76%
Honey bee toxicity - 0.8600 86.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity - 0.4020 40.20%

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 99.29% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.15% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.84% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.04% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.20% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.61% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.69% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.28% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.37% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.17% 91.11%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.37% 94.97%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.00% 97.33%
CHEMBL5028 O14672 ADAM10 80.53% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.41% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.28% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.24% 97.14%

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.
Arnebia tschimganica

Cross-Links

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PubChem 180509
LOTUS LTS0256664
wikiData Q82954032