6-[(1E,3E,5E)-3,5-dimethyl-6-phenylhexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one

Details

• Internal ID: 4e9c79e6-eff0-483c-b003-c0f9484af324
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(1E,3E,5E)-3,5-dimethyl-6-phenylhexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one
• SMILES (Canonical): CC1=C(OC(=O)C=C1OC)C=CC(=CC(=CC2=CC=CC=C2)C)C
• SMILES (Isomeric): CC1=C(OC(=O)C=C1OC)/C=C/C(=C/C(=C/C2=CC=CC=C2)/C)/C
• InChI: InChI=1S/C21H22O3/c1-15(12-16(2)13-18-8-6-5-7-9-18)10-11-19-17(3)20(23-4)14-21(22)24-19/h5-14H,1-4H3/b11-10+,15-12+,16-13+
• InChI Key: KZEPMRITIJPYEN-CYXONCDGSA-N
• Popularity: 0 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: 5.20
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.9000	90.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9460	94.60%
P-glycoprotein inhibitior	+	0.8264	82.64%
P-glycoprotein substrate	-	0.8457	84.57%
CYP3A4 substrate	+	0.5152	51.52%
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	+	0.5739	57.39%
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	-	0.7829	78.29%
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	+	0.8579	85.79%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6186	61.86%
Acute Oral Toxicity (c)	III	0.6034	60.34%
Estrogen receptor binding	+	0.9702	97.02%
Androgen receptor binding	+	0.8555	85.55%
Thyroid receptor binding	+	0.6564	65.64%
Glucocorticoid receptor binding	+	0.8247	82.47%
Aromatase binding	+	0.8730	87.30%
PPAR gamma	+	0.7979	79.79%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.89%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.61%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.40%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.95%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.18%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.26%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.88%	89.44%
CHEMBL2535	P11166	Glucose transporter	81.73%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 70698118
• LOTUS: LTS0205365
• wikiData: Q105148112