2,7-Dihydroxy-2-methyl-4-prop-1-enyl-1-benzofuran-3-one

Details

• Internal ID: 5f765b30-18b6-4e21-ac11-0a1cdc9b7cd0
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2,7-dihydroxy-2-methyl-4-prop-1-enyl-1-benzofuran-3-one
• SMILES (Canonical): CC=CC1=C2C(=C(C=C1)O)OC(C2=O)(C)O
• SMILES (Isomeric): CC=CC1=C2C(=C(C=C1)O)OC(C2=O)(C)O
• InChI: InChI=1S/C12H12O4/c1-3-4-7-5-6-8(13)10-9(7)11(14)12(2,15)16-10/h3-6,13,15H,1-2H3
• InChI Key: SVQLGEIJJVYXML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8699	86.99%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9076	90.76%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.9477	94.77%
CYP3A4 substrate	+	0.5196	51.96%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.7168	71.68%
CYP2C9 inhibition	-	0.7491	74.91%
CYP2C19 inhibition	-	0.6946	69.46%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6061	60.61%
CYP inhibitory promiscuity	-	0.5718	57.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4293	42.93%
Eye corrosion	-	0.9327	93.27%
Eye irritation	+	0.7661	76.61%
Skin irritation	+	0.5935	59.35%
Skin corrosion	-	0.8879	88.79%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7712	77.12%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.5569	55.69%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7552	75.52%
Acute Oral Toxicity (c)	III	0.4175	41.75%
Estrogen receptor binding	-	0.5167	51.67%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	-	0.5493	54.93%
Glucocorticoid receptor binding	-	0.5604	56.04%
Aromatase binding	-	0.6186	61.86%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9707	97.07%

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	99.24%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.15%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.91%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.84%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.27%	96.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.42%	85.11%
CHEMBL3194	P02766	Transthyretin	80.41%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162878289
• LOTUS: LTS0256853
• wikiData: Q104197713