3-[[2,4-Dihydroxy-6-methoxy-5-(2-methylbutanoyl)-3-(3-methylbut-2-enyl)phenyl]methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one

Details

• Internal ID: c8a9e3f4-073b-4ca1-a8e9-cc8362dfe9fc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 3-[[2,4-dihydroxy-6-methoxy-5-(2-methylbutanoyl)-3-(3-methylbut-2-enyl)phenyl]methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one
• SMILES (Canonical): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(C(=C2O)CC=C(C)C)O)C(=O)C(C)CC)OC)O)C
• SMILES (Isomeric): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(C(=C2O)CC=C(C)C)O)C(=O)C(C)CC)OC)O)C
• InChI: InChI=1S/C26H34O7/c1-8-14(5)21(27)20-24(30)16(11-10-13(3)4)23(29)17(25(20)32-7)12-18-22(28)15(6)19(9-2)33-26(18)31/h10,14,28-30H,8-9,11-12H2,1-7H3
• InChI Key: HBSISPMNGZHHIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₇
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.23045342 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9461	94.61%
Caco-2	-	0.5448	54.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	-	0.3642	36.42%
OATP1B3 inhibitior	+	0.8647	86.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8820	88.20%
P-glycoprotein inhibitior	-	0.4673	46.73%
P-glycoprotein substrate	-	0.6141	61.41%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	+	0.8488	84.88%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.5336	53.36%
CYP2C9 inhibition	+	0.5957	59.57%
CYP2C19 inhibition	+	0.7441	74.41%
CYP2D6 inhibition	-	0.7439	74.39%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5663	56.63%
CYP inhibitory promiscuity	+	0.6313	63.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7871	78.71%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4078	40.78%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6276	62.76%
skin sensitisation	-	0.8068	80.68%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9043	90.43%
Acute Oral Toxicity (c)	III	0.4538	45.38%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	+	0.6794	67.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	+	0.7205	72.05%
PPAR gamma	+	0.7839	78.39%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6551	65.51%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.64%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.99%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.26%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.09%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	91.78%	94.73%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	90.88%	95.39%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.53%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.94%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.45%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.77%	99.17%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	83.18%	97.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.71%	91.07%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.64%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.77%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.10%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.58%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	80.55%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.45%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.07%	95.56%

Plants that contains it

• Helichrysum cephaloideum

Cross-Links

• PubChem: 162962122
• LOTUS: LTS0038679
• wikiData: Q105025461