Calpurnine

Details

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Internal ID 6c2829a5-f419-413c-8a2c-cd62e6263741
Taxonomy Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
IUPAC Name [(1S,2S,4S,9S,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-4-yl] 1H-pyrrole-2-carboxylate
SMILES (Canonical) C1CC2C3CC(CN2C(=O)C1)C4CC(CCN4C3)OC(=O)C5=CC=CN5
SMILES (Isomeric) C1C[C@@H]2[C@H]3C[C@@H](CN2C(=O)C1)[C@@H]4C[C@H](CCN4C3)OC(=O)C5=CC=CN5
InChI InChI=1S/C20H27N3O3/c24-19-5-1-4-17-13-9-14(12-23(17)19)18-10-15(6-8-22(18)11-13)26-20(25)16-3-2-7-21-16/h2-3,7,13-15,17-18,21H,1,4-6,8-12H2/t13-,14-,15-,17+,18-/m0/s1
InChI Key YFRYJFMFQOBOSY-YDRHNJASSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C20H27N3O3
Molecular Weight 357.40 g/mol
Exact Mass 357.20524173 g/mol
Topological Polar Surface Area (TPSA) 65.60 Ų
XlogP 2.00

Synonyms

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6874-80-2
Oroboidine
Hoe 933
[(1S,2S,4S,9S,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-4-yl] 1H-pyrrole-2-carboxylate
13-hydroxylupanine-2-pyrrolecarbonic Acid
HOE-933
13-hydroxy-lupanine-2-pyrrole-carbonic acid
13-Hydroxylupanine-2-pyrrolecarboxylic acid ester
(2S-(2alpha,7beta,7abeta,14beta,14aalpha))-1H-Pyrrole-2-carboxylic acid, dodecahydro-11-oxo-7,14-methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-2-yl ester
1H-Pyrrole-2-carboxylic acid, dodecahydro-11-oxo-7,14-methano-2H,6H-dipyrido(1,2-alpha:1',2'-e)(1,5)diazocin-2-yl ester, (2S-(2-alpha,7-beta,7a-beta,14-beta,14a-alpha))-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Calpurnine

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.93% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.10% 94.45%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.01% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.12% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.76% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.25% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.80% 94.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.65% 88.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.48% 94.08%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 81.74% 91.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.47% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 81.35% 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.
Calpurnia aurea
Stirtonanthus insignis
Virgilia divaricata

Cross-Links

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PubChem 165547
LOTUS LTS0006425
wikiData Q104254151