2,2-Dimethyl-3,4,4a,10a-tetrahydrobenzo[g]chromene-5,10-dione

Details

• Internal ID: fc909233-5dfc-4c47-95b4-f9c53ea80be8
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2,2-dimethyl-3,4,4a,10a-tetrahydrobenzo[g]chromene-5,10-dione
• SMILES (Canonical): CC1(CCC2C(O1)C(=O)C3=CC=CC=C3C2=O)C
• SMILES (Isomeric): CC1(CCC2C(O1)C(=O)C3=CC=CC=C3C2=O)C
• InChI: InChI=1S/C15H16O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-6,11,14H,7-8H2,1-2H3
• InChI Key: QVKVZFPTZFLMOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.64
• 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	+	0.9944	99.44%
Caco-2	+	0.8044	80.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9875	98.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8374	83.74%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	+	0.5546	55.46%
CYP2C9 substrate	-	0.5878	58.78%
CYP2D6 substrate	-	0.7532	75.32%
CYP3A4 inhibition	-	0.7775	77.75%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5431	54.31%
CYP2D6 inhibition	-	0.7001	70.01%
CYP1A2 inhibition	+	0.7399	73.99%
CYP2C8 inhibition	-	0.7905	79.05%
CYP inhibitory promiscuity	-	0.8960	89.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.5265	52.65%
Skin irritation	-	0.6343	63.43%
Skin corrosion	-	0.8148	81.48%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4773	47.73%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	-	0.6298	62.98%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7361	73.61%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.7583	75.83%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	-	0.5843	58.43%
Glucocorticoid receptor binding	-	0.7409	74.09%
Aromatase binding	-	0.7458	74.58%
PPAR gamma	+	0.5433	54.33%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.8100	81.00%

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	95.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.11%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.16%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.17%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.52%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 5320005
• NPASS: NPC274508