3-Hydroxy-2-prop-1-en-2-yl-2,3,3a,9a-tetrahydrobenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 1748a8d2-bad1-4ffa-a158-9b0bb8f9925b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3-hydroxy-2-prop-1-en-2-yl-2,3,3a,9a-tetrahydrobenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(=C)C1C(C2C(O1)C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): CC(=C)C1C(C2C(O1)C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C15H14O4/c1-7(2)14-13(18)10-11(16)8-5-3-4-6-9(8)12(17)15(10)19-14/h3-6,10,13-15,18H,1H2,2H3
• InChI Key: UJFPBIAXTXQMNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.39
• 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	+	0.9950	99.50%
Caco-2	+	0.7145	71.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9695	96.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.8738	87.38%
P-glycoprotein substrate	-	0.8755	87.55%
CYP3A4 substrate	-	0.5526	55.26%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	+	0.6988	69.88%
CYP2C19 inhibition	+	0.5738	57.38%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	+	0.9225	92.25%
CYP2C8 inhibition	-	0.9246	92.46%
CYP inhibitory promiscuity	+	0.7461	74.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4260	42.60%
Eye corrosion	-	0.9623	96.23%
Eye irritation	+	0.8244	82.44%
Skin irritation	-	0.5342	53.42%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.5553	55.53%
Human Ether-a-go-go-Related Gene inhibition	-	0.7941	79.41%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7301	73.01%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8553	85.53%
Acute Oral Toxicity (c)	III	0.3223	32.23%
Estrogen receptor binding	-	0.6462	64.62%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6167	61.67%
Glucocorticoid receptor binding	-	0.6721	67.21%
Aromatase binding	-	0.7136	71.36%
PPAR gamma	-	0.6164	61.64%
Honey bee toxicity	-	0.9040	90.40%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	95.74%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.94%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.67%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.78%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.96%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 163052666
• LOTUS: LTS0049594
• wikiData: Q105273911