Charminarone

Details

• Internal ID: 70f60a76-8a84-49e8-8f2c-a92491bf3025
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 2-methyl-2-[(2R)-4-methyl-5-oxo-3-(3-oxobutyl)-2H-furan-2-yl]cyclopentane-1,3-dione
• InChI: InChI=1S/C15H18O5/c1-8(16)4-5-10-9(2)14(19)20-13(10)15(3)11(17)6-7-12(15)18/h13H,4-7H2,1-3H3/t13-/m1/s1
• InChI Key: SVVVVWVABLFOES-CYBMUJFWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 2-methyl-2-[(2R)-4-methyl-5-oxo-3-(3-oxobutyl)-2H-furan-2-yl]cyclopentane-1,3-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.7155	71.55%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6772	67.72%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9034	90.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9192	91.92%
P-glycoprotein inhibitior	-	0.7835	78.35%
P-glycoprotein substrate	-	0.8811	88.11%
CYP3A4 substrate	+	0.5462	54.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.8746	87.46%
CYP2C19 inhibition	-	0.8592	85.92%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.6303	63.03%
CYP2C8 inhibition	-	0.9396	93.96%
CYP inhibitory promiscuity	-	0.8502	85.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9633	96.33%
Eye irritation	-	0.4862	48.62%
Skin irritation	+	0.5724	57.24%
Skin corrosion	-	0.8086	80.86%
Ames mutagenesis	-	0.6398	63.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.6708	67.08%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6543	65.43%
skin sensitisation	-	0.7070	70.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5688	56.88%
Acute Oral Toxicity (c)	III	0.6653	66.53%
Estrogen receptor binding	+	0.5316	53.16%
Androgen receptor binding	-	0.5559	55.59%
Thyroid receptor binding	-	0.7375	73.75%
Glucocorticoid receptor binding	-	0.5646	56.46%
Aromatase binding	-	0.7020	70.20%
PPAR gamma	+	0.5257	52.57%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9381	93.81%

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	96.63%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	91.60%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.50%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.62%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.04%	85.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.33%	99.17%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 11346474
• LOTUS: LTS0178728
• wikiData: Q105262482