Raupine;(+)-Sarpagine; Raupin

Details

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Internal ID 50a12778-c4e4-4588-9202-9a7623ddcce4
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name 15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol
SMILES (Canonical) CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO
SMILES (Isomeric) CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO
InChI InChI=1S/C19H22N2O2/c1-2-10-8-21-17-7-14-13-5-11(23)3-4-16(13)20-19(14)18(21)6-12(10)15(17)9-22/h2-5,12,15,17-18,20,22-23H,6-9H2,1H3
InChI Key VTVQHYQGTTVKDE-UHFFFAOYSA-N
Popularity 30 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22N2O2
Molecular Weight 310.40 g/mol
Exact Mass 310.168127949 g/mol
Topological Polar Surface Area (TPSA) 59.50 Ų
XlogP 1.70

Synonyms

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482-68-8
Raupine;(+)-Sarpagine; Raupin
B0005-199313
(1S,12S,13R,14R,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.0^{2,10.0^{4,9.0^{12,17]octadeca-2(10),4(9),5,7-tetraen-7-ol

2D Structure

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2D Structure of Raupine;(+)-Sarpagine; Raupin

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 97.95% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.11% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL206 P03372 Estrogen receptor alpha 96.30% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.97% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.67% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.06% 85.14%
CHEMBL242 Q92731 Estrogen receptor beta 91.79% 98.35%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.73% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.95% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.74% 95.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.06% 85.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.15% 93.40%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.29% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.95% 95.89%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 81.48% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.31% 92.94%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.13% 93.99%
CHEMBL255 P29275 Adenosine A2b receptor 80.80% 98.59%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.79% 88.56%

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.
Rauvolfia serpentina

Cross-Links

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PubChem 5089092
LOTUS LTS0164494
wikiData Q105293028