(2R)-7-hydroxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 5fa75e19-11e8-4973-8cd8-3d4a2e9e6582
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-7-hydroxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C(=O)C3=C(C2=O)C=CC(=C3)O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(O1)C(=O)C3=C(C2=O)C=CC(=C3)O
• InChI: InChI=1S/C15H12O4/c1-7(2)12-6-11-13(17)9-4-3-8(16)5-10(9)14(18)15(11)19-12/h3-5,12,16H,1,6H2,2H3/t12-/m1/s1
• InChI Key: YQISXSCKHAYRAU-GFCCVEGCSA-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): 63.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.39
• 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	+	1.0000	100.00%
Caco-2	+	0.6348	63.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6977	69.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8835	88.35%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.7903	79.03%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.7808	78.08%
CYP2C9 inhibition	+	0.6873	68.73%
CYP2C19 inhibition	+	0.5567	55.67%
CYP2D6 inhibition	-	0.8334	83.34%
CYP1A2 inhibition	+	0.8885	88.85%
CYP2C8 inhibition	-	0.9020	90.20%
CYP inhibitory promiscuity	+	0.6111	61.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4514	45.14%
Eye corrosion	-	0.9642	96.42%
Eye irritation	+	0.8595	85.95%
Skin irritation	-	0.5782	57.82%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7530	75.30%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5578	55.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5831	58.31%
Acute Oral Toxicity (c)	III	0.4009	40.09%
Estrogen receptor binding	+	0.6948	69.48%
Androgen receptor binding	+	0.7793	77.93%
Thyroid receptor binding	-	0.5179	51.79%
Glucocorticoid receptor binding	-	0.5642	56.42%
Aromatase binding	+	0.6375	63.75%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7878	78.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9872	98.72%

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	98.63%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.55%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.77%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.72%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.50%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.01%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.76%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.33%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 162903036
• LOTUS: LTS0259731
• wikiData: Q105352232