7-Hydroxy-2-prop-1-en-2-ylbenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 65fba418-85ce-4b21-ab84-7a402b246fe6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 7-hydroxy-2-prop-1-en-2-ylbenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(=C)C1=CC2=C(O1)C(=O)C3=C(C2=O)C=CC(=C3)O
• SMILES (Isomeric): CC(=C)C1=CC2=C(O1)C(=O)C3=C(C2=O)C=CC(=C3)O
• InChI: InChI=1S/C15H10O4/c1-7(2)12-6-11-13(17)9-4-3-8(16)5-10(9)14(18)15(11)19-12/h3-6,16H,1H2,2H3
• InChI Key: MCSOYFIBXPHLPS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.79
• 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	+	0.9962	99.62%
Caco-2	+	0.5957	59.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9018	90.18%
P-glycoprotein inhibitior	-	0.8241	82.41%
P-glycoprotein substrate	-	0.8038	80.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	+	0.7947	79.47%
CYP2C19 inhibition	+	0.6278	62.78%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	+	0.9297	92.97%
CYP2C8 inhibition	-	0.7629	76.29%
CYP inhibitory promiscuity	+	0.7831	78.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.3984	39.84%
Eye corrosion	-	0.9753	97.53%
Eye irritation	+	0.8918	89.18%
Skin irritation	-	0.5855	58.55%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8001	80.01%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5489	54.89%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5522	55.22%
Acute Oral Toxicity (c)	II	0.4178	41.78%
Estrogen receptor binding	+	0.7372	73.72%
Androgen receptor binding	+	0.8470	84.70%
Thyroid receptor binding	-	0.4923	49.23%
Glucocorticoid receptor binding	+	0.6655	66.55%
Aromatase binding	+	0.8394	83.94%
PPAR gamma	+	0.6488	64.88%
Honey bee toxicity	-	0.7559	75.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6241	62.41%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.03%	89.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.79%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.58%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 10879634
• LOTUS: LTS0143408
• wikiData: Q105161412