1-(4-Hydroxy-3-methoxyphenyl)-4-nonen-3-one

Details

• Internal ID: 7fb94249-09fb-4df8-a801-b4a20070e90b
• Taxonomy: Benzenoids > Phenols > Methoxyphenols > Shogaols
• IUPAC Name: (E)-1-(4-hydroxy-3-methoxyphenyl)non-4-en-3-one
• SMILES (Canonical): CCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C16H22O3/c1-3-4-5-6-7-14(17)10-8-13-9-11-15(18)16(12-13)19-2/h6-7,9,11-12,18H,3-5,8,10H2,1-2H3/b7-6+
• InChI Key: NJMQENFOGOPOEK-VOTSOKGWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEMBL24475
• SCHEMBL12775270
• (E)-1-(4-hydroxy-3-methoxyphenyl)non-4-en-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8494	84.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8195	81.95%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6941	69.41%
P-glycoprotein inhibitior	-	0.9522	95.22%
P-glycoprotein substrate	-	0.7257	72.57%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.5904	59.04%
CYP2D6 inhibition	-	0.8404	84.04%
CYP1A2 inhibition	+	0.7204	72.04%
CYP2C8 inhibition	+	0.9695	96.95%
CYP inhibitory promiscuity	-	0.7280	72.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7786	77.86%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.8544	85.44%
Eye irritation	+	0.8723	87.23%
Skin irritation	-	0.6189	61.89%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5616	56.16%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	+	0.5517	55.17%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.7344	73.44%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.6418	64.18%
Androgen receptor binding	-	0.5858	58.58%
Thyroid receptor binding	+	0.6558	65.58%
Glucocorticoid receptor binding	-	0.5697	56.97%
Aromatase binding	-	0.6688	66.88%
PPAR gamma	+	0.5770	57.70%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9748	97.48%

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	98.38%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.37%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.43%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.87%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.43%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.88%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.13%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.67%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.78%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.04%	92.62%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 11959088
• NPASS: NPC4181
• ChEMBL: CHEMBL24475