2-(2-Hydroxypropan-2-yl)benzo[g][1]benzofuran-4,5-dione

Details

• Internal ID: 4010ff77-993e-4d78-b765-98f593d0afec
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2-(2-hydroxypropan-2-yl)benzo[g][1]benzofuran-4,5-dione
• SMILES (Canonical): CC(C)(C1=CC2=C(O1)C3=CC=CC=C3C(=O)C2=O)O
• SMILES (Isomeric): CC(C)(C1=CC2=C(O1)C3=CC=CC=C3C(=O)C2=O)O
• InChI: InChI=1S/C15H12O4/c1-15(2,18)11-7-10-13(17)12(16)8-5-3-4-6-9(8)14(10)19-11/h3-7,18H,1-2H3
• InChI Key: SAUJDEZTVUYTCL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.5438	54.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7662	76.62%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7335	73.35%
P-glycoprotein inhibitior	-	0.7736	77.36%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	-	0.5784	57.84%
CYP2C9 substrate	-	0.8135	81.35%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	+	0.5444	54.44%
CYP2C19 inhibition	-	0.8151	81.51%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	+	0.6406	64.06%
CYP2C8 inhibition	-	0.8888	88.88%
CYP inhibitory promiscuity	-	0.6591	65.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5118	51.18%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.8336	83.36%
Skin irritation	-	0.6983	69.83%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7028	70.28%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7480	74.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6762	67.62%
Acute Oral Toxicity (c)	III	0.5422	54.22%
Estrogen receptor binding	+	0.8823	88.23%
Androgen receptor binding	+	0.8478	84.78%
Thyroid receptor binding	+	0.6272	62.72%
Glucocorticoid receptor binding	+	0.8340	83.40%
Aromatase binding	+	0.8160	81.60%
PPAR gamma	+	0.7952	79.52%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9737	97.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.50%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.77%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.15%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.07%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.72%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 10538978
• LOTUS: LTS0246010
• wikiData: Q105249160