2-Acetyl-4-[(3-butanoyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one

Details

• Internal ID: 158dbedd-96c2-4bfc-b858-9f8596d93b0d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-acetyl-4-[(3-butanoyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C(=C(C(=C1O)C)OC)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O
• SMILES (Isomeric): CCCC(=O)C1=C(C(=C(C(=C1O)C)OC)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O
• InChI: InChI=1S/C23H28O8/c1-7-8-14(25)16-17(26)10(2)20(31-6)12(18(16)27)9-13-19(28)15(11(3)24)22(30)23(4,5)21(13)29/h26-29H,7-9H2,1-6H3
• InChI Key: FZLPDBUNUFKSJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₈
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.17841785 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5401	54.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8505	85.05%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.7207	72.07%
OATP1B3 inhibitior	+	0.8878	88.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4613	46.13%
P-glycoprotein inhibitior	-	0.6559	65.59%
P-glycoprotein substrate	-	0.6655	66.55%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	-	0.5598	55.98%
CYP2C9 inhibition	+	0.7546	75.46%
CYP2C19 inhibition	+	0.7298	72.98%
CYP2D6 inhibition	-	0.7903	79.03%
CYP1A2 inhibition	+	0.6079	60.79%
CYP2C8 inhibition	+	0.5274	52.74%
CYP inhibitory promiscuity	+	0.7093	70.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8321	83.21%
Carcinogenicity (trinary)	Non-required	0.6681	66.81%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.6187	61.87%
Skin irritation	-	0.7783	77.83%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3632	36.32%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.6688	66.88%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7238	72.38%
Acute Oral Toxicity (c)	III	0.5538	55.38%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	-	0.6657	66.57%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.6201	62.01%
Aromatase binding	+	0.5968	59.68%
PPAR gamma	+	0.6919	69.19%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.62%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.71%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.77%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.86%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.37%	95.56%

Plants that contains it

• Dryopteris hawaiiensis

Cross-Links

• PubChem: 101615171
• LOTUS: LTS0212416
• wikiData: Q105005008