2,2-dimethyl-3H-benzo[g]chromene-4,5,10-trione

Details

• Internal ID: 9214ec15-2cb2-44dc-9b39-21fc6b84e849
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2,2-dimethyl-3H-benzo[g]chromene-4,5,10-trione
• InChI: InChI=1S/C15H12O4/c1-15(2)7-10(16)11-12(17)8-5-3-4-6-9(8)13(18)14(11)19-15/h3-6H,7H2,1-2H3
• InChI Key: MWIQMZHIUJAQIG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.7188	71.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9462	94.62%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7386	73.86%
P-glycoprotein inhibitior	-	0.8829	88.29%
P-glycoprotein substrate	-	0.9619	96.19%
CYP3A4 substrate	-	0.5114	51.14%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	+	0.6617	66.17%
CYP2C9 inhibition	+	0.8110	81.10%
CYP2C19 inhibition	+	0.7853	78.53%
CYP2D6 inhibition	+	0.5134	51.34%
CYP1A2 inhibition	+	0.5112	51.12%
CYP2C8 inhibition	-	0.9550	95.50%
CYP inhibitory promiscuity	+	0.5885	58.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9418	94.18%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9781	97.81%
Eye irritation	+	0.7133	71.33%
Skin irritation	-	0.6999	69.99%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6575	65.75%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5445	54.45%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7580	75.80%
Acute Oral Toxicity (c)	III	0.5946	59.46%
Estrogen receptor binding	+	0.6972	69.72%
Androgen receptor binding	+	0.6839	68.39%
Thyroid receptor binding	-	0.7207	72.07%
Glucocorticoid receptor binding	-	0.6181	61.81%
Aromatase binding	+	0.5204	52.04%
PPAR gamma	+	0.5539	55.39%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9548	95.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.00%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.43%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	86.57%	88.84%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.07%	96.67%
CHEMBL3524	P56524	Histone deacetylase 4	83.66%	92.97%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.34%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	81.33%	94.75%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	81.19%	92.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 11097181
• LOTUS: LTS0003328
• wikiData: Q105173605