(E,6R)-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one

Details

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Internal ID e15db3a1-3f6e-434e-b8e4-081fdad87be1
Taxonomy Benzenoids > Phenols > Methoxyphenols > Shogaols
IUPAC Name (E,6R)-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
SMILES (Canonical) CCCCC(C=CC(=O)CCC1=CC(=C(C=C1)O)OC)O
SMILES (Isomeric) CCCC[C@H](/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC)O
InChI InChI=1S/C17H24O4/c1-3-4-5-14(18)9-10-15(19)8-6-13-7-11-16(20)17(12-13)21-2/h7,9-12,14,18,20H,3-6,8H2,1-2H3/b10-9+/t14-/m1/s1
InChI Key SEWFXECKZBLANJ-ATWMFIQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O4
Molecular Weight 292.40 g/mol
Exact Mass 292.16745924 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.01
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,6R)-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 + 0.5749 57.49%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8399 83.99%
OATP2B1 inhibitior - 0.8535 85.35%
OATP1B1 inhibitior + 0.8887 88.87%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6230 62.30%
P-glycoprotein inhibitior - 0.8584 85.84%
P-glycoprotein substrate - 0.5476 54.76%
CYP3A4 substrate + 0.5387 53.87%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8090 80.90%
CYP3A4 inhibition - 0.6874 68.74%
CYP2C9 inhibition - 0.7446 74.46%
CYP2C19 inhibition - 0.6174 61.74%
CYP2D6 inhibition - 0.7262 72.62%
CYP1A2 inhibition + 0.7027 70.27%
CYP2C8 inhibition + 0.9291 92.91%
CYP inhibitory promiscuity - 0.6810 68.10%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7843 78.43%
Carcinogenicity (trinary) Non-required 0.7114 71.14%
Eye corrosion - 0.9615 96.15%
Eye irritation - 0.5000 50.00%
Skin irritation - 0.5579 55.79%
Skin corrosion - 0.8457 84.57%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4519 45.19%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.5818 58.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7736 77.36%
Acute Oral Toxicity (c) III 0.6633 66.33%
Estrogen receptor binding + 0.6445 64.45%
Androgen receptor binding - 0.6457 64.57%
Thyroid receptor binding + 0.6715 67.15%
Glucocorticoid receptor binding + 0.6542 65.42%
Aromatase binding - 0.7330 73.30%
PPAR gamma + 0.6528 65.28%
Honey bee toxicity - 0.9470 94.70%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9593 95.93%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 98.24% 99.17%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.12% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.49% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.09% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 89.03% 93.31%
CHEMBL2535 P11166 Glucose transporter 88.29% 98.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.29% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.20% 95.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.09% 92.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.70% 95.50%
CHEMBL1255126 O15151 Protein Mdm4 84.54% 90.20%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.34% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 82.32% 94.73%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.44% 95.17%

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.
Zingiber officinale

Cross-Links

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PubChem 162944027
LOTUS LTS0094069
wikiData Q105251567