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[(1R,7R,8R)-7-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R,3R)-2-hydroxy-2-methyl-3-[(2S)-2-methylbutanoyl]oxybutanoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 99bf941d-4629-475a-8174-5e5e00c1cb84
Taxonomy Organoheterocyclic compounds > Pyrrolizidines
IUPAC Name [(1R,7R,8R)-7-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R,3R)-2-hydroxy-2-methyl-3-[(2S)-2-methylbutanoyl]oxybutanoate
SMILES (Canonical) CCC(C)C(=O)OC(C)C(C)(C(=O)OCC1CCN2C1C(CC2)O)O
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@H](C)[C@](C)(C(=O)OC[C@@H]1CCN2[C@H]1[C@@H](CC2)O)O
InChI InChI=1S/C18H31NO6/c1-5-11(2)16(21)25-12(3)18(4,23)17(22)24-10-13-6-8-19-9-7-14(20)15(13)19/h11-15,20,23H,5-10H2,1-4H3/t11-,12+,13-,14+,15+,18+/m0/s1
InChI Key QGMFKSHYVNTQIZ-JZTVKFRVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H31NO6
Molecular Weight 357.40 g/mol
Exact Mass 357.21513771 g/mol
Topological Polar Surface Area (TPSA) 96.30 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.71
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,7R,8R)-7-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R,3R)-2-hydroxy-2-methyl-3-[(2S)-2-methylbutanoyl]oxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8603 86.03%
Caco-2 + 0.5424 54.24%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.4674 46.74%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.9025 90.25%
OATP1B3 inhibitior + 0.9371 93.71%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6432 64.32%
P-glycoprotein inhibitior - 0.8269 82.69%
P-glycoprotein substrate - 0.5149 51.49%
CYP3A4 substrate + 0.5887 58.87%
CYP2C9 substrate - 0.8111 81.11%
CYP2D6 substrate - 0.6578 65.78%
CYP3A4 inhibition - 0.8162 81.62%
CYP2C9 inhibition - 0.9262 92.62%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.8727 87.27%
CYP1A2 inhibition - 0.9079 90.79%
CYP2C8 inhibition - 0.8284 82.84%
CYP inhibitory promiscuity - 0.9579 95.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4458 44.58%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9723 97.23%
Skin irritation - 0.7784 77.84%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6257 62.57%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.7900 79.00%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7864 78.64%
Acute Oral Toxicity (c) III 0.5165 51.65%
Estrogen receptor binding - 0.5929 59.29%
Androgen receptor binding - 0.5707 57.07%
Thyroid receptor binding - 0.5973 59.73%
Glucocorticoid receptor binding + 0.5601 56.01%
Aromatase binding - 0.5380 53.80%
PPAR gamma - 0.7281 72.81%
Honey bee toxicity - 0.8520 85.20%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity - 0.6770 67.70%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.59% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.31% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.03% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.97% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.36% 96.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.88% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.49% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.16% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.09% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.90% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.45% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.24% 85.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.82% 90.24%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.54% 97.47%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.41% 97.21%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.20% 98.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.19% 93.04%
CHEMBL236 P41143 Delta opioid receptor 83.56% 99.35%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.02% 96.77%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.78% 93.03%
CHEMBL226 P30542 Adenosine A1 receptor 81.92% 95.93%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.84% 94.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.62% 97.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.57% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.47% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.15% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.11% 95.89%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.65% 98.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.11% 93.56%

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.
Ipomoea hederifolia

Cross-Links

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PubChem 162886738
LOTUS LTS0009566
wikiData Q105220412