[8]-Dehydroshogaol

Details

• Internal ID: 1ead22e0-4d0c-452a-ab1a-743372f3c765
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (1E,4E)-1-(4-hydroxy-3-methoxyphenyl)dodeca-1,4-dien-3-one
• SMILES (Canonical): CCCCCCCC=CC(=O)C=CC1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CCCCCCC/C=C/C(=O)/C=C/C1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C19H26O3/c1-3-4-5-6-7-8-9-10-17(20)13-11-16-12-14-18(21)19(15-16)22-2/h9-15,21H,3-8H2,1-2H3/b10-9+,13-11+
• InChI Key: WTJRJJFXDZXSLU-SNMPHBPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• CHEBI:191579
• (1E,4E)-1-(4-hydroxy-3-methoxyphenyl)dodeca-1,4-dien-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7488	74.88%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6667	66.67%
P-glycoprotein inhibitior	-	0.7903	79.03%
P-glycoprotein substrate	-	0.8205	82.05%
CYP3A4 substrate	-	0.5077	50.77%
CYP2C9 substrate	-	0.5861	58.61%
CYP2D6 substrate	-	0.8149	81.49%
CYP3A4 inhibition	-	0.7885	78.85%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.6000	60.00%
CYP2D6 inhibition	-	0.8025	80.25%
CYP1A2 inhibition	+	0.5821	58.21%
CYP2C8 inhibition	+	0.8891	88.91%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7826	78.26%
Carcinogenicity (trinary)	Non-required	0.6671	66.71%
Eye corrosion	-	0.8744	87.44%
Eye irritation	+	0.6245	62.45%
Skin irritation	-	0.5997	59.97%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8061	80.61%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	+	0.6308	63.08%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.8283	82.83%
Acute Oral Toxicity (c)	III	0.8167	81.67%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.6874	68.74%
Thyroid receptor binding	+	0.6579	65.79%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6866	68.66%
Honey bee toxicity	-	0.9688	96.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8275	82.75%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.92%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.55%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.33%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.20%	92.08%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL3194	P02766	Transthyretin	89.20%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.07%	80.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.07%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.00%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.30%	94.73%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 9796428
• LOTUS: LTS0048902
• wikiData: Q105312594