(6Z)-2-[(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylphenyl)methyl]-5-hydroxy-6-(1-hydroxy-2-methylbutylidene)-2,4-dimethylcyclohex-4-ene-1,3-dione

Details

• Internal ID: cf90d996-b7e3-4585-a157-70b921bf6345
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (6Z)-2-[(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylphenyl)methyl]-5-hydroxy-6-(1-hydroxy-2-methylbutylidene)-2,4-dimethylcyclohex-4-ene-1,3-dione
• InChI: InChI=1S/C26H34O8/c1-8-10-16(27)17-22(31)15(20(29)13(4)23(17)34-7)11-26(6)24(32)14(5)21(30)18(25(26)33)19(28)12(3)9-2/h12,28-31H,8-11H2,1-7H3/b19-18-
• InChI Key: IGXZHTRJUHUQRL-HNENSFHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₈
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.22536804 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.5638	56.38%
Blood Brain Barrier	-	0.5601	56.01%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8316	83.16%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	-	0.3253	32.53%
OATP1B3 inhibitior	+	0.8929	89.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6420	64.20%
P-glycoprotein inhibitior	-	0.5313	53.13%
P-glycoprotein substrate	-	0.6197	61.97%
CYP3A4 substrate	+	0.6139	61.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.6684	66.84%
CYP2C9 inhibition	+	0.6311	63.11%
CYP2C19 inhibition	+	0.6615	66.15%
CYP2D6 inhibition	-	0.7968	79.68%
CYP1A2 inhibition	+	0.5990	59.90%
CYP2C8 inhibition	+	0.5403	54.03%
CYP inhibitory promiscuity	+	0.6678	66.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8321	83.21%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.6673	66.73%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5101	51.01%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7164	71.64%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8272	82.72%
Acute Oral Toxicity (c)	III	0.5115	51.15%
Estrogen receptor binding	+	0.7467	74.67%
Androgen receptor binding	+	0.5810	58.10%
Thyroid receptor binding	+	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6477	64.77%
Aromatase binding	+	0.5650	56.50%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.8973	89.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9862	98.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.66%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.10%	92.68%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.72%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.00%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.49%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.07%	96.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.54%	95.34%

Plants that contains it

• Agrimonia pilosa

Cross-Links

• PubChem: 45115271
• NPASS: NPC109945