Shogaol

Details

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Internal ID 538c40b1-0280-48a5-9d42-df87a430ee5c
Taxonomy Benzenoids > Phenols > Methoxyphenols > Shogaols
IUPAC Name (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
SMILES (Canonical) CCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC
SMILES (Isomeric) CCCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC
InChI InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+
InChI Key OQWKEEOHDMUXEO-BQYQJAHWSA-N
Popularity 680 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O3
Molecular Weight 276.40 g/mol
Exact Mass 276.17254462 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 3.70

Synonyms

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6-Shogaol
555-66-8
enexasogaol
(6)-Shogaol
[6]-Shogaol
23513-13-5
(E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
Trans-6-Shogaol
Shogaol (6-Shogaol)
CCRIS 2038
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Shogaol

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
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 7400 nM
IC50
PMID: 18976930
CHEMBL214 P08908 Serotonin 1a (5-HT1a) receptor 18020 nM
Ki
PMID: 20363635
CHEMBL4794 Q8NER1 Vanilloid receptor 290 nM
290 nM
IC50
IC50
via Super-PRED
PMID: 22257892

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3060 Q9Y345 Glycine transporter 2 98.83% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.72% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.69% 94.45%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 94.01% 92.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.45% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.58% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.18% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.93% 96.95%
CHEMBL2535 P11166 Glucose transporter 85.46% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.60% 95.50%
CHEMBL1255126 O15151 Protein Mdm4 83.62% 90.20%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.55% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 80.74% 94.73%

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.
Aframomum melegueta
Chaenomeles sinensis
Zingiber officinale
Zingiber zerumbet

Cross-Links

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PubChem 5281794
NPASS NPC164778
ChEMBL CHEMBL25948
LOTUS LTS0176515
wikiData Q2746448