Erinaceolactone A

Details

• Internal ID: 403d1e4c-a0e6-43c7-b24e-96f57d4f37ae
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 6-acetyl-5-hydroxy-3H-2-benzofuran-1-one
• SMILES (Canonical): CC(=O)C1=C(C=C2COC(=O)C2=C1)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2COC(=O)C2=C1)O
• InChI: InChI=1S/C10H8O4/c1-5(11)7-3-8-6(2-9(7)12)4-14-10(8)13/h2-3,12H,4H2,1H3
• InChI Key: QELNZRAGBDIORP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17 g/mol
• Exact Mass: 192.04225873 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• 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	+	0.9852	98.52%
Caco-2	+	0.7839	78.39%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7554	75.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9486	94.86%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9340	93.40%
P-glycoprotein inhibitior	-	0.9705	97.05%
P-glycoprotein substrate	-	0.9087	90.87%
CYP3A4 substrate	-	0.6050	60.50%
CYP2C9 substrate	+	0.7996	79.96%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.9536	95.36%
CYP2C9 inhibition	+	0.6425	64.25%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9692	96.92%
CYP1A2 inhibition	+	0.6246	62.46%
CYP2C8 inhibition	-	0.9618	96.18%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9401	94.01%
Eye irritation	+	0.9883	98.83%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8443	84.43%
Micronuclear	+	0.7074	70.74%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7753	77.53%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5667	56.67%
Acute Oral Toxicity (c)	II	0.4345	43.45%
Estrogen receptor binding	-	0.5427	54.27%
Androgen receptor binding	-	0.7023	70.23%
Thyroid receptor binding	-	0.8799	87.99%
Glucocorticoid receptor binding	-	0.7194	71.94%
Aromatase binding	-	0.6049	60.49%
PPAR gamma	-	0.8348	83.48%
Honey bee toxicity	-	0.9584	95.84%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9422	94.22%

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	96.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.31%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.90%	85.14%
CHEMBL2039	P27338	Monoamine oxidase B	84.18%	92.51%
CHEMBL2535	P11166	Glucose transporter	84.14%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.98%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.84%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.21%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101910504
• LOTUS: LTS0199838
• wikiData: Q104195739