9a-O-methylstemoenonine

Details

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Internal ID 7c6ad0b1-dab1-4906-8fba-08cb4ffdb8df
Taxonomy Alkaloids and derivatives > Stemona alkaloids > Stemoamide-type alkaloids > Stichoneurine-type alkaloids
IUPAC Name (1S,2S,3S,4R,6R)-3-ethyl-1-methoxy-3'-methyl-11-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]spiro[5-oxa-10-azatricyclo[8.3.0.02,6]tridec-11-ene-4,5'-furan]-2',13-dione
SMILES (Canonical) CCC1C2C(CCCN3C2(C(=O)C=C3C4CC(C(=O)O4)C)OC)OC15C=C(C(=O)O5)C
SMILES (Isomeric) CC[C@H]1[C@H]2[C@@H](CCCN3[C@]2(C(=O)C=C3[C@@H]4C[C@@H](C(=O)O4)C)OC)O[C@]15C=C(C(=O)O5)C
InChI InChI=1S/C23H29NO7/c1-5-14-19-16(30-22(14)11-13(3)21(27)31-22)7-6-8-24-15(10-18(25)23(19,24)28-4)17-9-12(2)20(26)29-17/h10-12,14,16-17,19H,5-9H2,1-4H3/t12-,14-,16+,17-,19-,22-,23+/m0/s1
InChI Key AYAJDGKYRMESJM-SBBDGTHUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H29NO7
Molecular Weight 431.50 g/mol
Exact Mass 431.19440226 g/mol
Topological Polar Surface Area (TPSA) 91.40 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.08
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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CHEMBL482671

2D Structure

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2D Structure of 9a-O-methylstemoenonine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8864 88.64%
Caco-2 + 0.5116 51.16%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6069 60.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8664 86.64%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9216 92.16%
P-glycoprotein inhibitior + 0.7649 76.49%
P-glycoprotein substrate + 0.6213 62.13%
CYP3A4 substrate + 0.6719 67.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8870 88.70%
CYP3A4 inhibition - 0.7868 78.68%
CYP2C9 inhibition - 0.7600 76.00%
CYP2C19 inhibition - 0.7774 77.74%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.6853 68.53%
CYP2C8 inhibition + 0.5403 54.03%
CYP inhibitory promiscuity - 0.7908 79.08%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Danger 0.4147 41.47%
Eye corrosion - 0.9811 98.11%
Eye irritation - 0.9608 96.08%
Skin irritation - 0.7801 78.01%
Skin corrosion - 0.9140 91.40%
Ames mutagenesis - 0.6364 63.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7458 74.58%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.7572 75.72%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4841 48.41%
Acute Oral Toxicity (c) III 0.6072 60.72%
Estrogen receptor binding + 0.8316 83.16%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding + 0.6025 60.25%
Glucocorticoid receptor binding + 0.8169 81.69%
Aromatase binding + 0.5489 54.89%
PPAR gamma + 0.6734 67.34%
Honey bee toxicity - 0.8108 81.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.6572 65.72%

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
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.38% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.90% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.89% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 93.42% 89.63%
CHEMBL2581 P07339 Cathepsin D 92.09% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.92% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.98% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.92% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.02% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.33% 95.89%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 87.08% 86.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.63% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.57% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.48% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.42% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.41% 96.61%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.07% 93.65%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 83.00% 92.38%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.26% 99.18%
CHEMBL4208 P20618 Proteasome component C5 81.94% 90.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.93% 96.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.51% 90.08%

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 24897175
NPASS NPC307165
LOTUS LTS0117852
wikiData Q104920941