Simplicildone A

Details

• Internal ID: 3ae069e8-e202-4389-8fcf-23a36b6a6fd2
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3,9-dihydroxy-10-(methoxymethyl)-1,4,7-trimethylbenzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C18H18O6/c1-8-5-13(20)11(7-22-4)17-14(8)18(21)24-16-10(3)12(19)6-9(2)15(16)23-17/h5-6,19-20H,7H2,1-4H3
• InChI Key: DRJYIIBSTODYSV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL4203113

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9594	95.94%
Caco-2	+	0.8398	83.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6761	67.61%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.7355	73.55%
OATP1B3 inhibitior	-	0.3178	31.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5965	59.65%
P-glycoprotein inhibitior	-	0.7410	74.10%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	+	0.5083	50.83%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.8109	81.09%
CYP2C9 inhibition	-	0.6837	68.37%
CYP2C19 inhibition	-	0.6775	67.75%
CYP2D6 inhibition	-	0.8523	85.23%
CYP1A2 inhibition	-	0.7385	73.85%
CYP2C8 inhibition	+	0.6073	60.73%
CYP inhibitory promiscuity	-	0.7921	79.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.8850	88.50%
Skin irritation	-	0.8241	82.41%
Skin corrosion	-	0.9700	97.00%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3726	37.26%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.6124	61.24%
skin sensitisation	-	0.8465	84.65%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4908	49.08%
Acute Oral Toxicity (c)	III	0.5078	50.78%
Estrogen receptor binding	+	0.8790	87.90%
Androgen receptor binding	+	0.5785	57.85%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	+	0.8228	82.28%
Aromatase binding	+	0.7572	75.72%
PPAR gamma	+	0.7754	77.54%
Honey bee toxicity	-	0.9205	92.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9664	96.64%

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	97.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.37%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.12%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.99%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.37%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.46%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.90%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.11%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.04%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590082
• LOTUS: LTS0093828
• wikiData: Q104987448