Paradol

Details

• Internal ID: 436e48ca-2680-4cec-b1cf-bec79371eaeb
• Taxonomy: Benzenoids > Phenols > Methoxyphenols > Paradols
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)decan-3-one
• SMILES (Canonical): CCCCCCCC(=O)CCC1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CCCCCCCC(=O)CCC1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3
• InChI Key: CZNLTCTYLMYLHL-UHFFFAOYSA-N
• Popularity: 257 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• 6-Paradol
• 27113-22-0
• [6]-Paradol
• 5-Paradol
• 3-Decanone, 1-(4-hydroxy-3-methoxyphenyl)-
• 1-(4-hydroxy-3-methoxyphenyl)decan-3-one
• [6]-Gingerone
• 1-(4-Hydroxy-3-methoxyphenyl)decan-5-one
• 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone
• CHEBI:10137
• EINECS 248-228-1
• UNII-BO24ID7E9U
• BRN 1984119
• BO24ID7E9U
• Heptyl 4-hydroxy-3-methoxyphenethyl ketone
• CCRIS 8519
• 1-(4-hydroxy-3-methoxyphenyl)-decan-3-one
• CHEMBL2071440
• (6)-GINGERONE
• (6)-PARADOL
• 2-08-00-00318 (Beilstein Handbook Reference)
• 6-GINGERONE
• SCHEMBL971599
• [6]-Gingerone;[6]-Paradol
• MEGxp0_001218
• FEMA NO. 4665
• ACon1_001067
• DTXSID90181574
• HYDROXYMETHOXYPHENYL DECANONE
• BCP24208
• EX-A6738
• BDBM50237535
• MFCD01736103
• s5551
• CCG-267231
• CS-0873
• NCGC00169709-01
• AC-36782
• AS-64448
• HY-14617
• LS-59398
• HYDROXYMETHOXYPHENYL DECANONE [INCI]
• 1-(4-hydroxy-3-methoxy-phenyl)decan-3-one
• FT-0775579
• 1-(4'-hydroxy-3'-methoxyphenyl)-3-decanone
• 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone #
• 1-(4'-hydroxy-3'-methoxyphenyl)-decan-3-one
• A911271
• Q3363309
• BRD-K84571636-001-01-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8109	81.09%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8904	89.04%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7762	77.62%
P-glycoprotein inhibitior	-	0.9078	90.78%
P-glycoprotein substrate	-	0.6228	62.28%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	+	0.3653	36.53%
CYP3A4 inhibition	-	0.8195	81.95%
CYP2C9 inhibition	-	0.8987	89.87%
CYP2C19 inhibition	-	0.6454	64.54%
CYP2D6 inhibition	-	0.8405	84.05%
CYP1A2 inhibition	+	0.5314	53.14%
CYP2C8 inhibition	+	0.9818	98.18%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.6791	67.91%
Eye corrosion	-	0.8733	87.33%
Eye irritation	+	0.9525	95.25%
Skin irritation	-	0.6457	64.57%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7523	75.23%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7393	73.93%
skin sensitisation	+	0.4820	48.20%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6026	60.26%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.8007	80.07%
Acute Oral Toxicity (c)	III	0.8126	81.26%
Estrogen receptor binding	+	0.8259	82.59%
Androgen receptor binding	-	0.5496	54.96%
Thyroid receptor binding	+	0.6573	65.73%
Glucocorticoid receptor binding	-	0.5314	53.14%
Aromatase binding	-	0.7067	70.67%
PPAR gamma	+	0.7238	72.38%
Honey bee toxicity	-	0.9680	96.80%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.8215	82.15%
Fish aquatic toxicity	+	0.9791	97.91%

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	98.35%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.14%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.48%	92.08%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.72%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.30%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.50%	100.00%
CHEMBL2535	P11166	Glucose transporter	86.70%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.07%	96.95%
CHEMBL1255126	O15151	Protein Mdm4	85.23%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL240	Q12809	HERG	81.00%	89.76%

Plants that contains it

• Aframomum melegueta
• Dryopteris crassirhizoma
• Papaver somniferum
• Zingiber officinale

Cross-Links

• PubChem: 94378
• NPASS: NPC201777
• LOTUS: LTS0262716
• wikiData: Q3363309