(3R)-Dunnione, (rel)-

Details

• Internal ID: f47ead4f-62d9-4f52-bfa8-f18ad0c119bb
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-2,3,3-trimethyl-2H-benzo[g][1]benzofuran-4,5-dione
• InChI: InChI=1S/C15H14O3/c1-8-15(2,3)11-13(17)12(16)9-6-4-5-7-10(9)14(11)18-8/h4-8H,1-3H3/t8-/m1/s1
• InChI Key: WGENOABUKBFVAA-MRVPVSSYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEBI:70154
• (+)-Dunnione
• Naphtho[1,2-b]furan-4,5-dione, 2,3-dihydro-2,3,3-trimethyl-, (-)-
• V54U6YS3C9
• (3R)-Dunnione
• Dunnione, (R)-
• CHEMBL1668320
• AKOS040748286
• SL-11010, (R)-
• Q27138495
• (2R)-2,3-Dihydro-2,3,3-trimethylnaphtho[1,2-b]furan-4,5-dione
• Naphtho[1,2-b]furan-4,5-dione, 2,3-dihydro-2,3,3-trimethyl-, (2R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6856	68.56%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9696	96.96%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8115	81.15%
P-glycoprotein inhibitior	-	0.8613	86.13%
P-glycoprotein substrate	-	0.9184	91.84%
CYP3A4 substrate	+	0.5106	51.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	+	0.7025	70.25%
CYP2C19 inhibition	+	0.5949	59.49%
CYP2D6 inhibition	-	0.7888	78.88%
CYP1A2 inhibition	+	0.8528	85.28%
CYP2C8 inhibition	-	0.9608	96.08%
CYP inhibitory promiscuity	+	0.9159	91.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.3946	39.46%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.6224	62.24%
Skin irritation	-	0.6588	65.88%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6460	64.60%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.5227	52.27%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8172	81.72%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	+	0.9193	91.93%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	-	0.5593	55.93%
Glucocorticoid receptor binding	-	0.8145	81.45%
Aromatase binding	+	0.5964	59.64%
PPAR gamma	+	0.6019	60.19%
Honey bee toxicity	-	0.8235	82.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.63%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.51%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.50%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.35%	97.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.92%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.84%	94.73%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.82%	95.48%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.44%	94.80%

Plants that contains it

• Streptocarpus dunnii

Cross-Links

• PubChem: 53322969
• LOTUS: LTS0027768
• wikiData: Q27138495