Simplicildone F

Details

• Internal ID: 848c8aaa-72b2-46be-9a27-f5998ea87117
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 4-[(3,9-dihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepin-10-yl)methyl]-5-hydroxy-3,6-dimethylcyclohexa-3,5-diene-1,2-dione
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=CC(=C3C)O)C)CC4=C(C(=O)C(=O)C(=C4O)C)C)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=CC(=C3C)O)C)CC4=C(C(=O)C(=O)C(=C4O)C)C)O
• InChI: InChI=1S/C25H22O8/c1-9-6-17(27)15(8-14-11(3)20(29)21(30)13(5)19(14)28)24-18(9)25(31)33-23-12(4)16(26)7-10(2)22(23)32-24/h6-7,26-28H,8H2,1-5H3
• InChI Key: FHGQLJVYYWPNJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂O₈
• Molecular Weight: 450.40 g/mol
• Exact Mass: 450.13146766 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	+	0.5480	54.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5478	54.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7332	73.32%
OATP1B3 inhibitior	-	0.2862	28.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6405	64.05%
P-glycoprotein substrate	-	0.8838	88.38%
CYP3A4 substrate	+	0.5152	51.52%
CYP2C9 substrate	+	0.7936	79.36%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.8972	89.72%
CYP2C9 inhibition	+	0.6400	64.00%
CYP2C19 inhibition	-	0.5777	57.77%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.6822	68.22%
CYP2C8 inhibition	+	0.4696	46.96%
CYP inhibitory promiscuity	-	0.6313	63.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5251	52.51%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.5551	55.51%
Skin irritation	-	0.6767	67.67%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6822	68.22%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.7092	70.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5771	57.71%
Acute Oral Toxicity (c)	III	0.4106	41.06%
Estrogen receptor binding	+	0.9199	91.99%
Androgen receptor binding	+	0.6964	69.64%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.6552	65.52%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.98%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.98%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.60%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.42%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.33%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.04%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590885
• LOTUS: LTS0082602
• wikiData: Q104995245