[(7S)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate

Details

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Internal ID d3fc7d9a-ec84-4cfb-9709-59aa07d1f07e
Taxonomy Alkaloids and derivatives
IUPAC Name [(7S)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate
SMILES (Canonical) CC(C(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)(C(C)(C)O)O)OC
SMILES (Isomeric) C[C@@H]([C@](C(=O)OCC1=CCN2C1[C@H](CC2)OC(=O)C)(C(C)(C)O)O)OC
InChI InChI=1S/C18H29NO7/c1-11(24-5)18(23,17(3,4)22)16(21)25-10-13-6-8-19-9-7-14(15(13)19)26-12(2)20/h6,11,14-15,22-23H,7-10H2,1-5H3/t11-,14-,15?,18-/m0/s1
InChI Key CPLWZJLNDZMNAX-JQIOZSMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H29NO7
Molecular Weight 371.40 g/mol
Exact Mass 371.19440226 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.01
H-Bond Acceptor 8
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 [(7S)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4906 49.06%
Caco-2 - 0.5451 54.51%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7659 76.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9144 91.44%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7954 79.54%
P-glycoprotein inhibitior - 0.7960 79.60%
P-glycoprotein substrate + 0.5566 55.66%
CYP3A4 substrate + 0.6295 62.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7429 74.29%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.8931 89.31%
CYP2C19 inhibition - 0.8929 89.29%
CYP2D6 inhibition - 0.7842 78.42%
CYP1A2 inhibition - 0.8827 88.27%
CYP2C8 inhibition - 0.7087 70.87%
CYP inhibitory promiscuity - 0.9707 97.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.7462 74.62%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.9639 96.39%
Skin irritation - 0.7513 75.13%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6412 64.12%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 1.0000 100.00%
skin sensitisation - 0.8211 82.11%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6710 67.10%
Acute Oral Toxicity (c) II 0.6582 65.82%
Estrogen receptor binding + 0.5325 53.25%
Androgen receptor binding + 0.5907 59.07%
Thyroid receptor binding + 0.5764 57.64%
Glucocorticoid receptor binding + 0.6955 69.55%
Aromatase binding + 0.6210 62.10%
PPAR gamma - 0.6367 63.67%
Honey bee toxicity - 0.8220 82.20%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.6026 60.26%

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 99.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.78% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.05% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.42% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.23% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.40% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.35% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.27% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.87% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.29% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.11% 100.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.78% 94.97%
CHEMBL340 P08684 Cytochrome P450 3A4 80.33% 91.19%

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.
Heliotropium bovei

Cross-Links

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PubChem 101915798
LOTUS LTS0068086
wikiData Q104967640