Sakerine

Details

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Internal ID 3507530c-5de1-4b00-9fa5-a0187aebdc65
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
IUPAC Name (E)-N-[2-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3-hydroxyphenyl]ethyl]-3-methylsulfonylprop-2-enamide
SMILES (Canonical) CC(=CCCC(=CCOC1=C(C=C(C=C1)CCNC(=O)C=CS(=O)(=O)C)O)C)C
SMILES (Isomeric) CC(=CCC/C(=C/COC1=C(C=C(C=C1)CCNC(=O)/C=C/S(=O)(=O)C)O)/C)C
InChI InChI=1S/C22H31NO5S/c1-17(2)6-5-7-18(3)11-14-28-21-9-8-19(16-20(21)24)10-13-23-22(25)12-15-29(4,26)27/h6,8-9,11-12,15-16,24H,5,7,10,13-14H2,1-4H3,(H,23,25)/b15-12+,18-11+
InChI Key UIQGUYKNKBPJPR-PUWVMBCZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H31NO5S
Molecular Weight 421.60 g/mol
Exact Mass 421.19229426 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Sakerine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9711 97.11%
Caco-2 - 0.6043 60.43%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.5597 55.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9160 91.60%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8595 85.95%
P-glycoprotein inhibitior + 0.8130 81.30%
P-glycoprotein substrate + 0.6080 60.80%
CYP3A4 substrate + 0.6126 61.26%
CYP2C9 substrate - 0.5993 59.93%
CYP2D6 substrate - 0.8243 82.43%
CYP3A4 inhibition + 0.6197 61.97%
CYP2C9 inhibition - 0.6273 62.73%
CYP2C19 inhibition - 0.6930 69.30%
CYP2D6 inhibition - 0.7867 78.67%
CYP1A2 inhibition - 0.7477 74.77%
CYP2C8 inhibition + 0.6883 68.83%
CYP inhibitory promiscuity - 0.8289 82.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5128 51.28%
Carcinogenicity (trinary) Non-required 0.6673 66.73%
Eye corrosion - 0.9809 98.09%
Eye irritation - 0.9587 95.87%
Skin irritation - 0.7559 75.59%
Skin corrosion - 0.9173 91.73%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7621 76.21%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8168 81.68%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7232 72.32%
Acute Oral Toxicity (c) III 0.6070 60.70%
Estrogen receptor binding - 0.5820 58.20%
Androgen receptor binding + 0.8173 81.73%
Thyroid receptor binding + 0.6187 61.87%
Glucocorticoid receptor binding + 0.5414 54.14%
Aromatase binding - 0.6310 63.10%
PPAR gamma + 0.5597 55.97%
Honey bee toxicity - 0.8253 82.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9847 98.47%

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
CHEMBL2581 P07339 Cathepsin D 97.62% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 95.85% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.04% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.46% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 93.44% 94.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.65% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.59% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.51% 96.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.07% 92.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.63% 97.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.33% 91.11%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.72% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.59% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.97% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.93% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.18% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.32% 90.71%

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.
Glycosmis chlorosperma
Glycosmis craibii

Cross-Links

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PubChem 101929569
LOTUS LTS0257174
wikiData Q105273532