Asnipyrone A

Details

• Internal ID: 6838d933-fe01-4046-8d8b-0c8797d39b8d
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(1E,3E,5E)-3,5-dimethyl-6-phenylhexa-1,3,5-trienyl]-4-methoxy-3-methylpyran-2-one
• SMILES (Canonical): CC1=C(C=C(OC1=O)C=CC(=CC(=CC2=CC=CC=C2)C)C)OC
• SMILES (Isomeric): CC1=C(C=C(OC1=O)/C=C/C(=C/C(=C/C2=CC=CC=C2)/C)/C)OC
• InChI: InChI=1S/C21H22O3/c1-15(12-16(2)13-18-8-6-5-7-9-18)10-11-19-14-20(23-4)17(3)21(22)24-19/h5-14H,1-4H3/b11-10+,15-12+,16-13+
• InChI Key: YDNWVTUIFJBROE-CYXONCDGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₃
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEBI:69262
• CHEMBL1823135
• Q27137601
• 6-[(1E,3E,5E)-3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl]-4-methoxy-3-methyl-2H-pyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.8369	83.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9383	93.83%
P-glycoprotein inhibitior	+	0.8060	80.60%
P-glycoprotein substrate	-	0.8596	85.96%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	0.6203	62.03%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.7932	79.32%
CYP2C9 inhibition	-	0.8736	87.36%
CYP2C19 inhibition	+	0.9243	92.43%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	+	0.8199	81.99%
CYP2C8 inhibition	+	0.5398	53.98%
CYP inhibitory promiscuity	+	0.9216	92.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8741	87.41%
Carcinogenicity (trinary)	Non-required	0.5403	54.03%
Eye corrosion	-	0.9649	96.49%
Eye irritation	-	0.8441	84.41%
Skin irritation	-	0.7135	71.35%
Skin corrosion	-	0.9901	99.01%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8524	85.24%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7402	74.02%
Acute Oral Toxicity (c)	III	0.6034	60.34%
Estrogen receptor binding	+	0.9724	97.24%
Androgen receptor binding	+	0.7836	78.36%
Thyroid receptor binding	+	0.6806	68.06%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	+	0.9307	93.07%
PPAR gamma	+	0.7413	74.13%
Honey bee toxicity	-	0.8556	85.56%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.68%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	96.84%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.44%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.75%	95.50%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.38%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.51%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.30%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.82%	91.07%
CHEMBL2535	P11166	Glucose transporter	80.20%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53483955
• LOTUS: LTS0193041
• wikiData: Q27137601