7-Acetyl-2,3-dihydro-2-isopropenyl-3,6-benzofurandiol

Details

• Internal ID: 0f7b8477-bf63-4f3e-ae58-a52c95240478
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-(3,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-7-yl)ethanone
• SMILES (Canonical): CC(=C)C1C(C2=C(O1)C(=C(C=C2)O)C(=O)C)O
• SMILES (Isomeric): CC(=C)C1C(C2=C(O1)C(=C(C=C2)O)C(=O)C)O
• InChI: InChI=1S/C13H14O4/c1-6(2)12-11(16)8-4-5-9(15)10(7(3)14)13(8)17-12/h4-5,11-12,15-16H,1H2,2-3H3
• InChI Key: HKFFBALHFXZKMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.7747	77.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9524	95.24%
P-glycoprotein inhibitior	-	0.9048	90.48%
P-glycoprotein substrate	-	0.8546	85.46%
CYP3A4 substrate	-	0.5393	53.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.5880	58.80%
CYP2C9 inhibition	+	0.6397	63.97%
CYP2C19 inhibition	+	0.7528	75.28%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	+	0.9254	92.54%
CYP2C8 inhibition	-	0.8561	85.61%
CYP inhibitory promiscuity	+	0.8562	85.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9386	93.86%
Eye irritation	+	0.7002	70.02%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	+	0.5746	57.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7876	78.76%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	+	0.5899	58.99%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6288	62.88%
Acute Oral Toxicity (c)	III	0.4569	45.69%
Estrogen receptor binding	-	0.7045	70.45%
Androgen receptor binding	-	0.5854	58.54%
Thyroid receptor binding	+	0.5672	56.72%
Glucocorticoid receptor binding	-	0.6980	69.80%
Aromatase binding	-	0.7012	70.12%
PPAR gamma	-	0.5226	52.26%
Honey bee toxicity	-	0.8754	87.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.02%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.53%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.78%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.51%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.39%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.63%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.39%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.03%	93.65%

Plants that contains it

• Brickellia veronicaefolia

Cross-Links

• PubChem: 101586724
• LOTUS: LTS0254236
• wikiData: Q105029621