Physciosporin

Details

• Internal ID: 6d601a3c-1215-4b40-bee1-e78e30b9b771
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: methyl 8-chloro-10-formyl-3,9-dihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylate
• SMILES (Canonical): CC1=C2C(=C(C(=C1Cl)O)C=O)OC3=C(C(=C(C(=C3C)C(=O)OC)O)C)OC2=O
• SMILES (Isomeric): CC1=C2C(=C(C(=C1Cl)O)C=O)OC3=C(C(=C(C(=C3C)C(=O)OC)O)C)OC2=O
• InChI: InChI=1S/C19H15ClO8/c1-6-11-17(9(5-21)14(23)12(6)20)27-15-7(2)10(18(24)26-4)13(22)8(3)16(15)28-19(11)25/h5,22-23H,1-4H3
• InChI Key: JFEGOSMNEXLZRW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₅ClO₈
• Molecular Weight: 406.80 g/mol
• Exact Mass: 406.0455451 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 64662-25-5
• 11H-Dibenzo[b,e][1,4]dioxepin-7-carboxylic acid, 2-chloro-4-formyl-3,8-dihydroxy-1,6,9-trimethyl-11-oxo-, methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9620	96.20%
Caco-2	+	0.6162	61.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5127	51.27%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	-	0.6956	69.56%
OATP1B3 inhibitior	-	0.6153	61.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5476	54.76%
P-glycoprotein inhibitior	-	0.7671	76.71%
P-glycoprotein substrate	-	0.8652	86.52%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	-	0.5796	57.96%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7865	78.65%
CYP2C19 inhibition	-	0.8200	82.00%
CYP2D6 inhibition	-	0.8840	88.40%
CYP1A2 inhibition	-	0.8155	81.55%
CYP2C8 inhibition	+	0.6919	69.19%
CYP inhibitory promiscuity	-	0.7585	75.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Danger	0.6241	62.41%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.5558	55.58%
Skin irritation	-	0.7290	72.90%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5469	54.69%
Micronuclear	+	0.7474	74.74%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7526	75.26%
Acute Oral Toxicity (c)	II	0.4026	40.26%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	-	0.5160	51.60%
Thyroid receptor binding	-	0.5803	58.03%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.5244	52.44%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.8966	89.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.31%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	96.45%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.51%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.02%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.14%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.97%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.40%	94.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.01%	96.00%

Plants that contains it

• Ocimum gratissimum

Cross-Links

• PubChem: 71439318
• NPASS: NPC216166
• LOTUS: LTS0133710
• wikiData: Q104402027