6,8-diacetyl-2,2-dimethyl-3H-chromen-4-one

Details

• Internal ID: a6ddc4c4-8f35-47c4-96a4-050e0427250c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6,8-diacetyl-2,2-dimethyl-3H-chromen-4-one
• SMILES (Canonical): CC(=O)C1=CC2=C(C(=C1)C(=O)C)OC(CC2=O)(C)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C(=C1)C(=O)C)OC(CC2=O)(C)C
• InChI: InChI=1S/C15H16O4/c1-8(16)10-5-11(9(2)17)14-12(6-10)13(18)7-15(3,4)19-14/h5-6H,7H2,1-4H3
• InChI Key: NQLARBJMYNUODP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.7697	76.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6552	65.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9903	99.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6802	68.02%
P-glycoprotein inhibitior	-	0.8795	87.95%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	-	0.5082	50.82%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.6841	68.41%
CYP3A4 inhibition	-	0.6942	69.42%
CYP2C9 inhibition	-	0.5502	55.02%
CYP2C19 inhibition	-	0.6693	66.93%
CYP2D6 inhibition	-	0.8839	88.39%
CYP1A2 inhibition	+	0.7117	71.17%
CYP2C8 inhibition	-	0.8657	86.57%
CYP inhibitory promiscuity	-	0.8136	81.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9583	95.83%
Eye irritation	+	0.9050	90.50%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7276	72.76%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.6293	62.93%
skin sensitisation	-	0.7463	74.63%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7387	73.87%
Acute Oral Toxicity (c)	III	0.7073	70.73%
Estrogen receptor binding	-	0.5316	53.16%
Androgen receptor binding	-	0.7073	70.73%
Thyroid receptor binding	-	0.6490	64.90%
Glucocorticoid receptor binding	-	0.7133	71.33%
Aromatase binding	-	0.5412	54.12%
PPAR gamma	-	0.6946	69.46%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9146	91.46%

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	96.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.26%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.85%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.05%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.57%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.48%	95.56%

Plants that contains it

• Ursinia trifida

Cross-Links

• PubChem: 15161402
• LOTUS: LTS0202567
• wikiData: Q105183932