Melodienone

Details

• Internal ID: 063ae6af-2614-48bf-98e6-958bc71a2a0c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(2E,5E)-7-methoxy-4,7-dioxohepta-2,5-dienyl] benzoate
• SMILES (Canonical): COC(=O)C=CC(=O)C=CCOC(=O)C1=CC=CC=C1
• SMILES (Isomeric): COC(=O)/C=C/C(=O)/C=C/COC(=O)C1=CC=CC=C1
• InChI: InChI=1S/C15H14O5/c1-19-14(17)10-9-13(16)8-5-11-20-15(18)12-6-3-2-4-7-12/h2-10H,11H2,1H3/b8-5+,10-9+
• InChI Key: ZBHZEVCQGXSQQQ-CPSCNVPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• NSC637384
• isomelodienone
• NSC637403
• NSC-637384
• 7-Methoxy-4,7-dioxo-2,5-heptadienyl benzoate
• [(2E,5E)-7-methoxy-4,7-dioxo-hepta-2,5-dienyl] benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9065	90.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6555	65.55%
P-glycoprotein inhibitior	-	0.9154	91.54%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	-	0.5636	56.36%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.9085	90.85%
CYP2C9 inhibition	-	0.7056	70.56%
CYP2C19 inhibition	-	0.6900	69.00%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.5906	59.06%
CYP2C8 inhibition	+	0.4881	48.81%
CYP inhibitory promiscuity	-	0.6150	61.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5518	55.18%
Carcinogenicity (trinary)	Non-required	0.7184	71.84%
Eye corrosion	-	0.8485	84.85%
Eye irritation	-	0.5572	55.72%
Skin irritation	-	0.5703	57.03%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4050	40.50%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6609	66.09%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.4920	49.20%
Acute Oral Toxicity (c)	III	0.7825	78.25%
Estrogen receptor binding	+	0.8851	88.51%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	-	0.7881	78.81%
Glucocorticoid receptor binding	-	0.6863	68.63%
Aromatase binding	+	0.8372	83.72%
PPAR gamma	-	0.8172	81.72%
Honey bee toxicity	-	0.9520	95.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9420	94.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.32%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.39%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.08%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.37%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.22%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.73%	91.11%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.40%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.40%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5388651
• LOTUS: LTS0022464
• wikiData: Q105370615