Raucaffrinoline

Details

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Internal ID b855f46a-feb6-4edc-921c-2b9c697ee566
Taxonomy Alkaloids and derivatives > Ajmaline-sarpagine alkaloids
IUPAC Name [(1R,10S,12S,13R,14S,16S,18R)-13-(hydroxymethyl)-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
SMILES (Canonical) CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]2C[C@@H]3N1[C@@H]4C2[C@H]([C@@]5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO
InChI InChI=1S/C21H24N2O3/c1-10-13(9-24)12-7-16-19-21(14-5-3-4-6-15(14)22-19)8-17(23(10)16)18(12)20(21)26-11(2)25/h3-6,10,12-13,16-18,20,24H,7-9H2,1-2H3/t10-,12-,13-,16-,17-,18?,20+,21+/m0/s1
InChI Key XIMPCXFLDSKALH-FXRWJBKJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24N2O3
Molecular Weight 352.40 g/mol
Exact Mass 352.17869263 g/mol
Topological Polar Surface Area (TPSA) 62.10 Ų
XlogP 1.70

Synonyms

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(17R,20alpha,21beta)-1,2-didehydro-1-demethyl-19-hydroxy-21-methyl-18-norajmalan-17-yl acetate
(6S,8S,9R,10S,11aS,12aR)-9-(hydroxymethyl)-8-methyl-8,9,10,11,11a,12-hexahydro-6H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizin-13-yl acetate
CHEBI:63167
C19931
Q15424782

2D Structure

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2D Structure of Raucaffrinoline

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 98.82% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.85% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.30% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.94% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.21% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.88% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.13% 94.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.46% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.46% 95.56%
CHEMBL5028 O14672 ADAM10 80.45% 97.50%

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.
Alstonia yunnanensis
Rauvolfia bahiensis
Rauvolfia sellowii
Rauvolfia semperflorens
Rauvolfia serpentina
Rauvolfia volkensii

Cross-Links

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PubChem 56927714
LOTUS LTS0170043
wikiData Q15424782