(3'S,9S,9aR)-3'-methylspiro[2,5,6,7,8,9a-hexahydro-1H-pyrrolo[1,2-a]azepine-9,5'-oxolane]-2',3-dione

Details

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Internal ID 46c54d4d-08e3-40eb-967e-767c8a34cc74
Taxonomy Alkaloids and derivatives > Stemona alkaloids > Tuberostemospironine-type alkaloids
IUPAC Name (3'S,9S,9aR)-3'-methylspiro[2,5,6,7,8,9a-hexahydro-1H-pyrrolo[1,2-a]azepine-9,5'-oxolane]-2',3-dione
SMILES (Canonical) CC1CC2(CCCCN3C2CCC3=O)OC1=O
SMILES (Isomeric) C[C@H]1C[C@]2(CCCCN3[C@@H]2CCC3=O)OC1=O
InChI InChI=1S/C13H19NO3/c1-9-8-13(17-12(9)16)6-2-3-7-14-10(13)4-5-11(14)15/h9-10H,2-8H2,1H3/t9-,10+,13-/m0/s1
InChI Key BNTLJWHMOCJBCZ-CWSCBRNRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C13H19NO3
Molecular Weight 237.29 g/mol
Exact Mass 237.13649347 g/mol
Topological Polar Surface Area (TPSA) 46.60 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.48
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3'S,9S,9aR)-3'-methylspiro[2,5,6,7,8,9a-hexahydro-1H-pyrrolo[1,2-a]azepine-9,5'-oxolane]-2',3-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9466 94.66%
Caco-2 + 0.7576 75.76%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5070 50.70%
OATP2B1 inhibitior - 0.8487 84.87%
OATP1B1 inhibitior + 0.8940 89.40%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.8372 83.72%
P-glycoprotein inhibitior - 0.9561 95.61%
P-glycoprotein substrate - 0.7462 74.62%
CYP3A4 substrate + 0.5699 56.99%
CYP2C9 substrate - 0.5960 59.60%
CYP2D6 substrate - 0.8330 83.30%
CYP3A4 inhibition - 0.9252 92.52%
CYP2C9 inhibition - 0.8240 82.40%
CYP2C19 inhibition - 0.6414 64.14%
CYP2D6 inhibition - 0.9242 92.42%
CYP1A2 inhibition - 0.7525 75.25%
CYP2C8 inhibition - 0.9494 94.94%
CYP inhibitory promiscuity - 0.9291 92.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6064 60.64%
Eye corrosion - 0.9789 97.89%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.7965 79.65%
Skin corrosion - 0.8604 86.04%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7164 71.64%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5553 55.53%
skin sensitisation - 0.8586 85.86%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7430 74.30%
Nephrotoxicity - 0.6105 61.05%
Acute Oral Toxicity (c) III 0.6702 67.02%
Estrogen receptor binding - 0.7368 73.68%
Androgen receptor binding + 0.5894 58.94%
Thyroid receptor binding - 0.6918 69.18%
Glucocorticoid receptor binding - 0.5790 57.90%
Aromatase binding - 0.6830 68.30%
PPAR gamma - 0.8329 83.29%
Honey bee toxicity - 0.9172 91.72%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity + 0.7300 73.00%
Fish aquatic toxicity - 0.4900 49.00%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.13% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.14% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.12% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.20% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.57% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.85% 94.78%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.54% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.93% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.90% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.11% 97.09%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.34% 98.46%
CHEMBL3012 Q13946 Phosphodiesterase 7A 83.87% 99.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.73% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.73% 90.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.69% 99.23%
CHEMBL321 P14780 Matrix metalloproteinase 9 83.51% 92.12%
CHEMBL1871 P10275 Androgen Receptor 82.77% 96.43%
CHEMBL259 P32245 Melanocortin receptor 4 81.18% 95.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.14% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 80.78% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.76% 95.50%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.15% 93.40%

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.
Stemona tuberosa

Cross-Links

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PubChem 163186228
LOTUS LTS0150649
wikiData Q104939018