2,2,7-Trimethylbenzo[g]chromene-5,10-dione

Details

• Internal ID: fa432998-9525-4beb-9f2a-3b2f31ea2c3a
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2,2,7-trimethylbenzo[g]chromene-5,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC(O3)(C)C
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC(O3)(C)C
• InChI: InChI=1S/C16H14O3/c1-9-4-5-10-12(8-9)13(17)11-6-7-16(2,3)19-15(11)14(10)18/h4-8H,1-3H3
• InChI Key: LDMGJEWOYSYKGP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 3
• 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	+	0.9968	99.68%
Caco-2	+	0.7473	74.73%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7794	77.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4884	48.84%
P-glycoprotein inhibitior	-	0.7787	77.87%
P-glycoprotein substrate	-	0.9177	91.77%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.7245	72.45%
CYP2C9 inhibition	+	0.7480	74.80%
CYP2C19 inhibition	+	0.7653	76.53%
CYP2D6 inhibition	-	0.6606	66.06%
CYP1A2 inhibition	+	0.7354	73.54%
CYP2C8 inhibition	-	0.8689	86.89%
CYP inhibitory promiscuity	+	0.7528	75.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.5794	57.94%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.9052	90.52%
Skin irritation	-	0.6406	64.06%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5420	54.20%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7426	74.26%
skin sensitisation	+	0.4893	48.93%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7028	70.28%
Acute Oral Toxicity (c)	III	0.6485	64.85%
Estrogen receptor binding	+	0.9509	95.09%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.5982	59.82%
Aromatase binding	+	0.7844	78.44%
PPAR gamma	+	0.6562	65.62%
Honey bee toxicity	-	0.8779	87.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	98.56%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	96.38%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.77%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	87.76%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.55%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.99%	91.11%
CHEMBL1907	P15144	Aminopeptidase N	86.24%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.29%	90.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.08%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.42%	96.38%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.92%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.00%	94.00%

Plants that contains it

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 163069933
• LOTUS: LTS0164699
• wikiData: Q105178574