Alpinigenine

Details

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Internal ID f97cb6c9-ea23-451e-ae9b-4613c29c0448
Taxonomy Alkaloids and derivatives > Rhoeadine alkaloids
IUPAC Name 4,5,15,16-tetramethoxy-10-methyl-19-oxa-10-azatetracyclo[9.8.0.02,7.012,17]nonadeca-2,4,6,12(17),13,15-hexaen-18-ol
SMILES (Canonical) CN1CCC2=CC(=C(C=C2C3C1C4=C(C(O3)O)C(=C(C=C4)OC)OC)OC)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C=C2C3C1C4=C(C(O3)O)C(=C(C=C4)OC)OC)OC)OC
InChI InChI=1S/C22H27NO6/c1-23-9-8-12-10-16(26-3)17(27-4)11-14(12)20-19(23)13-6-7-15(25-2)21(28-5)18(13)22(24)29-20/h6-7,10-11,19-20,22,24H,8-9H2,1-5H3
InChI Key CJYNYVSDQZLRSG-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H27NO6
Molecular Weight 401.50 g/mol
Exact Mass 401.18383758 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 2.10

Synonyms

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Alpinigenine
Rheadan-8-ol, 2,3,10,11-tetramethoxy-16-methyl-, (6alpha,8alpha)-
CJYNYVSDQZLRSG-UHFFFAOYSA-N
2,3,10,11-Tetramethoxy-16-methylrheadan-8-ol #
[2]Benzopyrano[3,4-a][3]benzazepine, rheadan-8-ol deriv.
Rheadan-8-ol, 2,3,10,11-tetramethoxy-16-methyl-, (6.alpha.,8.alpha.)-
4,5,15,16-Tetramethoxy-10-methyl-19-oxa-10-azatetracyclo[9.8.0.02,7.012,17]nonadeca-2,4,6,12(17),13,15-hexaen-18-ol

2D Structure

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2D Structure of Alpinigenine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

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 98.93% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.14% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.97% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.62% 95.56%
CHEMBL2056 P21728 Dopamine D1 receptor 91.23% 91.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.70% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.42% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.97% 85.14%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 87.23% 100.00%
CHEMBL2535 P11166 Glucose transporter 86.43% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.88% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.13% 92.94%
CHEMBL3820 P35557 Hexokinase type IV 82.78% 91.96%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.41% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.20% 90.00%
CHEMBL261 P00915 Carbonic anhydrase I 82.09% 96.76%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.88% 93.40%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.69% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.68% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.32% 92.62%

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.
Papaver bracteatum
Papaver orientale

Cross-Links

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PubChem 613751
LOTUS LTS0233351
wikiData Q104961929