9-Methoxystrobilurin A

Details

• Internal ID: ef273f7a-06ce-4dd6-a5e4-51d5bd293388
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: methyl (2E,3E,5E)-4-methoxy-2-(methoxymethylidene)-3-methyl-6-phenylhexa-3,5-dienoate
• SMILES (Canonical): CC(=C(C=CC1=CC=CC=C1)OC)C(=COC)C(=O)OC
• SMILES (Isomeric): C/C(=C(/C=C/C1=CC=CC=C1)\OC)/C(=C\OC)/C(=O)OC
• InChI: InChI=1S/C17H20O4/c1-13(15(12-19-2)17(18)21-4)16(20-3)11-10-14-8-6-5-7-9-14/h5-12H,1-4H3/b11-10+,15-12+,16-13+
• InChI Key: STRDFSIYJVHPMO-CYXONCDGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• CHEMBL327689
• SCHEMBL31121747
• methyl (2E,3E,5E)-4-methoxy-2-(methoxymethylene)-3-methyl-6-phenyl-hexa-3,5-dienoate
• 3,5-Hexadienoic acid, 4-methoxy-2-(methoxymethylene)-3-methyl-6-phenyl-, methyl ester, (2E,3E,5E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.9610	96.10%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7942	79.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8413	84.13%
P-glycoprotein inhibitior	+	0.6714	67.14%
P-glycoprotein substrate	-	0.8343	83.43%
CYP3A4 substrate	-	0.5556	55.56%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.8109	81.09%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.8183	81.83%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.8442	84.42%
CYP2C8 inhibition	+	0.4716	47.16%
CYP inhibitory promiscuity	+	0.6060	60.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5242	52.42%
Carcinogenicity (trinary)	Non-required	0.6823	68.23%
Eye corrosion	-	0.8459	84.59%
Eye irritation	+	0.7204	72.04%
Skin irritation	-	0.7481	74.81%
Skin corrosion	-	0.9986	99.86%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9034	90.34%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5902	59.02%
skin sensitisation	+	0.5406	54.06%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.7555	75.55%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.8600	86.00%
Androgen receptor binding	+	0.6115	61.15%
Thyroid receptor binding	+	0.6528	65.28%
Glucocorticoid receptor binding	-	0.7298	72.98%
Aromatase binding	+	0.5471	54.71%
PPAR gamma	-	0.5664	56.64%
Honey bee toxicity	-	0.8705	87.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	96.37%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.44%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.19%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.08%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL5028	O14672	ADAM10	85.62%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.15%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.41%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5275634
• LOTUS: LTS0252676
• wikiData: Q105260563