1-[2,4,6-Trihydroxy-3-methyl-5-[(2,4,6-trihydroxy-3,3-dimethyl-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]phenyl]butan-1-one

Details

• Internal ID: 1c95f10c-5312-4a14-881f-a12290418859
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,4,6-trihydroxy-3-methyl-5-[(2,4,6-trihydroxy-3,3-dimethyl-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C(=C(C(=C1O)CC2=C(C(C(=C(C2O)C(=O)CC)O)(C)C)O)O)C)O
• SMILES (Isomeric): CCCC(=O)C1=C(C(=C(C(=C1O)CC2=C(C(C(=C(C2O)C(=O)CC)O)(C)C)O)O)C)O
• InChI: InChI=1S/C23H30O8/c1-6-8-14(25)15-18(27)10(3)17(26)11(19(15)28)9-12-20(29)16(13(24)7-2)22(31)23(4,5)21(12)30/h20,26-31H,6-9H2,1-5H3
• InChI Key: RRDZENKLJDQYAR-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): 156.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.5382	53.82%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8433	84.33%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.7069	70.69%
OATP1B3 inhibitior	+	0.9009	90.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6659	66.59%
P-glycoprotein inhibitior	-	0.7208	72.08%
P-glycoprotein substrate	-	0.6829	68.29%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	+	0.5074	50.74%
CYP2C9 inhibition	+	0.7327	73.27%
CYP2C19 inhibition	+	0.6645	66.45%
CYP2D6 inhibition	-	0.7989	79.89%
CYP1A2 inhibition	+	0.5589	55.89%
CYP2C8 inhibition	-	0.5621	56.21%
CYP inhibitory promiscuity	+	0.7062	70.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8477	84.77%
Carcinogenicity (trinary)	Non-required	0.6564	65.64%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.5596	55.96%
Skin irritation	-	0.7249	72.49%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4425	44.25%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5282	52.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	III	0.6087	60.87%
Estrogen receptor binding	+	0.8028	80.28%
Androgen receptor binding	-	0.6453	64.53%
Thyroid receptor binding	+	0.5856	58.56%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.6363	63.63%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.75%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.49%	96.95%
CHEMBL230	P35354	Cyclooxygenase-2	88.77%	89.63%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.75%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.49%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.29%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.10%	97.09%

Plants that contains it

• Dryopteris sieboldii

Cross-Links

• PubChem: 162928162
• LOTUS: LTS0240586
• wikiData: Q105243972