2,2-Dimethyl-2H-naphtho[1,2-b]pyran-5,6-dione

Details

• Internal ID: 44b0fc45-b625-449b-bc32-d6a2470decd6
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 2,2-dimethylbenzo[h]chromene-5,6-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C
• InChI: InChI=1S/C15H12O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-8H,1-2H3
• InChI Key: RDUXRYJQWALZGE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2,2-Dimethyl-2H-naphtho[1,2-b]pyran-5,6-dione
• 2,2-DIMETHYLBENZO[H]CHROMENE-5,6-DIONE
• SCHEMBL5940169
• DTXSID70648372

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6204	62.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8072	80.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9848	98.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6373	63.73%
P-glycoprotein inhibitior	-	0.8256	82.56%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	+	0.5087	50.87%
CYP2C9 substrate	-	0.6098	60.98%
CYP2D6 substrate	-	0.8248	82.48%
CYP3A4 inhibition	-	0.5852	58.52%
CYP2C9 inhibition	+	0.8757	87.57%
CYP2C19 inhibition	+	0.8473	84.73%
CYP2D6 inhibition	-	0.5098	50.98%
CYP1A2 inhibition	+	0.8254	82.54%
CYP2C8 inhibition	-	0.8762	87.62%
CYP inhibitory promiscuity	+	0.8230	82.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9618	96.18%
Carcinogenicity (trinary)	Non-required	0.5875	58.75%
Eye corrosion	-	0.9727	97.27%
Eye irritation	+	0.8943	89.43%
Skin irritation	-	0.5958	59.58%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5927	59.27%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.7102	71.02%
skin sensitisation	+	0.5145	51.45%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7993	79.93%
Acute Oral Toxicity (c)	III	0.6089	60.89%
Estrogen receptor binding	+	0.9390	93.90%
Androgen receptor binding	+	0.5861	58.61%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	-	0.4786	47.86%
Aromatase binding	+	0.6218	62.18%
PPAR gamma	+	0.6325	63.25%
Honey bee toxicity	-	0.8466	84.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9678	96.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.46%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.04%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.84%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.51%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.06%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.23%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.85%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.88%	93.65%

Plants that contains it

• Plenckia populnea
• Tectona grandis

Cross-Links

• PubChem: 24991545
• LOTUS: LTS0053851
• wikiData: Q82561105