2-(Furan-3-yl)-6a,10b-dimethyl-1,2,6,10a-tetrahydrobenzo[f]isochromene-4,7,10-trione

Details

• Internal ID: bc58ae13-5949-4604-acb8-5f403fddda46
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 2-(furan-3-yl)-6a,10b-dimethyl-1,2,6,10a-tetrahydrobenzo[f]isochromene-4,7,10-trione
• SMILES (Canonical): CC12CC=C3C(=O)OC(CC3(C1C(=O)C=CC2=O)C)C4=COC=C4
• SMILES (Isomeric): CC12CC=C3C(=O)OC(CC3(C1C(=O)C=CC2=O)C)C4=COC=C4
• InChI: InChI=1S/C19H18O5/c1-18-7-5-12-17(22)24-14(11-6-8-23-10-11)9-19(12,2)16(18)13(20)3-4-15(18)21/h3-6,8,10,14,16H,7,9H2,1-2H3
• InChI Key: RIDQRIPSFYHEGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 73.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5930	59.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7697	76.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6890	68.90%
P-glycoprotein inhibitior	-	0.7192	71.92%
P-glycoprotein substrate	-	0.7248	72.48%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	+	0.6850	68.50%
CYP2C9 inhibition	-	0.6174	61.74%
CYP2C19 inhibition	-	0.7459	74.59%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8511	85.11%
CYP2C8 inhibition	-	0.5681	56.81%
CYP inhibitory promiscuity	-	0.5848	58.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4119	41.19%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9801	98.01%
Skin irritation	-	0.6345	63.45%
Skin corrosion	-	0.8894	88.94%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6972	69.72%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7322	73.22%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6759	67.59%
Acute Oral Toxicity (c)	III	0.3641	36.41%
Estrogen receptor binding	+	0.7594	75.94%
Androgen receptor binding	+	0.5807	58.07%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5288	52.88%
Aromatase binding	+	0.6082	60.82%
PPAR gamma	-	0.6019	60.19%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	93.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.85%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.28%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.02%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.88%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.01%	98.95%

Plants that contains it

• Fibraurea tinctoria

Cross-Links

• PubChem: 162920059
• LOTUS: LTS0261368
• wikiData: Q105236778