1-[5-[(3-Butanoyl-2,4-dihydroxy-6-methoxyphenyl)methyl]-2,4,6-trihydroxy-3-methylcyclohexa-1,4-dien-1-yl]butan-1-one

Details

• Internal ID: 7e2e4252-4ee1-4997-a6bc-73d73c72f700
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[5-[(3-butanoyl-2,4-dihydroxy-6-methoxyphenyl)methyl]-2,4,6-trihydroxy-3-methylcyclohexa-1,4-dien-1-yl]butan-1-one
• InChI: InChI=1S/C23H30O8/c1-5-7-14(24)18-16(26)10-17(31-4)12(22(18)29)9-13-20(27)11(3)21(28)19(23(13)30)15(25)8-6-2/h10-11,23,26-30H,5-9H2,1-4H3
• InChI Key: LEWPQJOJVZPYHV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₈
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.19406791 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	-	0.5883	58.83%
Blood Brain Barrier	-	0.6101	61.01%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8231	82.31%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7971	79.71%
P-glycoprotein inhibitior	-	0.6659	66.59%
P-glycoprotein substrate	-	0.5151	51.51%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8136	81.36%
CYP3A4 inhibition	-	0.5268	52.68%
CYP2C9 inhibition	+	0.5707	57.07%
CYP2C19 inhibition	+	0.7199	71.99%
CYP2D6 inhibition	-	0.6819	68.19%
CYP1A2 inhibition	+	0.7447	74.47%
CYP2C8 inhibition	+	0.6293	62.93%
CYP inhibitory promiscuity	+	0.7420	74.20%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8021	80.21%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8360	83.60%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4495	44.95%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7068	70.68%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9325	93.25%
Acute Oral Toxicity (c)	III	0.4890	48.90%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	-	0.5789	57.89%
Thyroid receptor binding	-	0.5232	52.32%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	+	0.5446	54.46%
PPAR gamma	+	0.5986	59.86%
Honey bee toxicity	-	0.8159	81.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.14%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.20%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.22%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.97%	94.00%

Plants that contains it

• Dryopteris crassirhizoma

Cross-Links

• PubChem: 5317355
• NPASS: NPC244095