Enalin A

Details

• Internal ID: 208fa566-79fd-408d-b7ff-351724184d3a
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2,7-dihydroxy-2,4-dimethyl-1-benzofuran-3-one
• SMILES (Canonical): CC1=C2C(=C(C=C1)O)OC(C2=O)(C)O
• SMILES (Isomeric): CC1=C2C(=C(C=C1)O)OC(C2=O)(C)O
• InChI: InChI=1S/C10H10O4/c1-5-3-4-6(11)8-7(5)9(12)10(2,13)14-8/h3-4,11,13H,1-2H3
• InChI Key: DCRGULRFFRBGTR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• AKOS040734986
• BS-1268
• 2,7-Dihydroxy-2,4-dimethyl-1-benzofuran-3-one
• 2,7-Dihydroxy-2,4-dimethyl-3(2H)-benzofuranone
• 372119-02-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	-	0.5654	56.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9582	95.82%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.9577	95.77%
CYP3A4 substrate	-	0.5486	54.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.8104	81.04%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	+	0.5532	55.32%
CYP2C8 inhibition	-	0.7786	77.86%
CYP inhibitory promiscuity	-	0.7605	76.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.9201	92.01%
Eye irritation	+	0.8553	85.53%
Skin irritation	+	0.5861	58.61%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	-	0.5924	59.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7450	74.50%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6522	65.22%
skin sensitisation	-	0.6686	66.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7045	70.45%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	-	0.7479	74.79%
Androgen receptor binding	-	0.5518	55.18%
Thyroid receptor binding	-	0.7251	72.51%
Glucocorticoid receptor binding	-	0.7702	77.02%
Aromatase binding	-	0.7330	73.30%
PPAR gamma	-	0.6657	66.57%
Honey bee toxicity	-	0.9772	97.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9263	92.63%

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	97.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.12%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	85.65%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.50%	99.15%
CHEMBL2581	P07339	Cathepsin D	85.37%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.45%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.10%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.59%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.44%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.25%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.12%	90.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.67%	91.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12084864
• LOTUS: LTS0220382
• wikiData: Q77278789