Simplicildone J

Details

• Internal ID: 545f6880-9505-43a0-922d-b6b37e6b5180
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3,9-dihydroxy-1,4,7-trimethyl-10-(2-phenylethoxymethyl)benzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C25H24O6/c1-14-11-20(27)18(13-29-10-9-17-7-5-4-6-8-17)24-21(14)25(28)31-23-16(3)19(26)12-15(2)22(23)30-24/h4-8,11-12,26-27H,9-10,13H2,1-3H3
• InChI Key: MFCPLWXSKQXJMR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.11
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 3,9-dihydroxy-1,4,7-trimethyl-10-(2-phenylethoxymethyl)benzo[b][1,4]benzodioxepin-6-one
• 3,9-dihydroxy-1,4,7-trimethyl-10-(2-phenylethoxymethyl)benzo(b)(1,4)benzodioxepin-6-one
• RefChem:183116
• CHEBI:211405

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9424	94.24%
Caco-2	+	0.5098	50.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8304	83.04%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.7702	77.02%
OATP1B3 inhibitior	+	0.8046	80.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9413	94.13%
P-glycoprotein inhibitior	+	0.8747	87.47%
P-glycoprotein substrate	-	0.8486	84.86%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	0.5660	56.60%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8328	83.28%
CYP2C9 inhibition	-	0.7175	71.75%
CYP2C19 inhibition	-	0.6117	61.17%
CYP2D6 inhibition	-	0.9020	90.20%
CYP1A2 inhibition	-	0.6288	62.88%
CYP2C8 inhibition	+	0.7922	79.22%
CYP inhibitory promiscuity	-	0.8077	80.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.6638	66.38%
Skin irritation	-	0.8614	86.14%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8535	85.35%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.8501	85.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7141	71.41%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.9213	92.13%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	-	0.4894	48.94%
Glucocorticoid receptor binding	+	0.8146	81.46%
Aromatase binding	+	0.5821	58.21%
PPAR gamma	+	0.8068	80.68%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9439	94.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL240	Q12809	HERG	91.68%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.01%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.80%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.04%	91.71%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.49%	92.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.64%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683462
• LOTUS: LTS0242098
• wikiData: Q105162562